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Spiro-centre substitution effects in the intramolecular spin–spin interactions of spirobiacridine diradicals

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00419A, Research Article
Open Access
Shinichi Ogawa, Takuya Kanetomo, Masaya Enomoto
Spirodiradicals with the Si and Ge spiro atoms exhibit a S = 1 state. The magnetic interaction in the Si derivative was found to be lower than that in the Ge derivative, implying a negative effect on σ*(Si–Cα)–π* hyperconjugation.
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Metal-Free Cascade O-H Double Insertion Between I(III)/S(VI)-Ylides, Carboxylic Acids, and Alcohols: Modular Access to Unsymmetrical α,α-O,O-Substituted Ketones

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00453A, Research Article
Shang-Shi Zhang, Jiaohang Wei, Wen-Xuan Zou, Qiong Hu, Mei-Zhu Bao, Dan-Ting Shen, Lin Xiao, Jia-Lin Song, Xiang Liu
The synthesis of unsymmetrical α,α-O,O-substituted ketones via O-H double insertion is appealing but remains constrained due to the lack of compatible coupling partners or uncontrollable selectivity. Herein, we present a...
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Correction: Stereodivergent and enantioselective total syntheses of isochaetominines A–C and four pairs of isochaetominine C enantiomers: a six-step approach

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO90034K, Correction
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Zhong-Yi Mao, Hui Geng, Tian-Tian Zhang, Yuan-Ping Ruan, Jian-Liang Ye, Pei-Qiang Huang
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Base-induced azofluoroalkylation of unactivated alkenes via halogen atom transfer

Org. Chem. Front., 2024, 11,2161-2170
DOI: 10.1039/D3QO02114A, Research Article
Jing Zhang, Yanchuang Zhao, Yu-Yi Zhu, Peng Lei, Hanru Liu, Chang-Sheng Wang, Shuya Xing, Yong Liu, Shao-Fei Ni, Thomas Castanheiro, Li-Wen Xu, Xinxin Shao
A base-induced three-components coupling employing unactivated alkenes, fluoroalkyl iodides and diazonium salts under mild reaction conditions has been developed.
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Sulfamide instead of urea in Biginelli reaction: from black box to reality

Org. Chem. Front., 2024, 11,2155-2160
DOI: 10.1039/D3QO01926H, Research Article
Alexander Yu. Lyapunov, Andriy V. Tarnovskiy, Sergey Yu. Boron, Eduard B. Rusanov, Galyna P. Grabchuk, Dmytro M. Volochnyuk, Serhiy V. Ryabukhin
The scope and limitations of the classical Biginelli reaction have been expanded to principally novel substrates: sulfamide and its monosubstituted analogues.
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Unprecedented single-electron-transfer reduction-based N → C acyl migration reactions of imides enabled by redox-neutral photocatalysis

Org. Chem. Front., 2024, 11,2344-2350
DOI: 10.1039/D3QO01955A, Research Article
Linge Huai, Li Zhang, Zhentao Wang, Yewen Fang
N → C acyl migration: in the absence of a base, redox-neutral photocatalyzed acyl migration reactions have been realized via the reaction of N-vinylimides with alkyl radicals derived from alkyl silicates.
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Stereoselective skeletal modification of tryptanthrins to install chiral piperidine-2-ones enabled by Brønsted acid catalysis

Org. Chem. Front., 2024, 11,2171-2177
DOI: 10.1039/D3QO02029K, Research Article
Rong Zeng, Xiang Zhang, Yuan-Yuan Lei, Zhuo-Zhuo Zhang, Min Jiang, Qing-Zhu Li, Jun-Long Li, Bo Han
An asymmetric formal [4 + 2] cyclisation between azlactones and aza-dienes derived from simple tryptanthrins has been developed. With this established protocol, yielding a series of novel piperidine-2-one-fused tryptanthrins with up to >99 : 1 er under mild conditions.
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Iron(III)/quinoxaline-derived N,N-ligand catalyzed oxygen transfer reaction of N-vinyl nitrones through selective 4π-electrocyclization and N–O bond cleavage

Org. Chem. Front., 2024, 11,2277-2282
DOI: 10.1039/D3QO01999C, Research Article
Yan-Jiao Lu, Feng-Lan Lu, Jin-Qi Zhang, Chun-Hua Chen, Cui Liang, Xiao-Pan Ma, Dong-Liang Mo
We describe an iron(III)/quinoxaline-derived N,N-ligand promoted O-transfer reaction of N-vinyl nitrones through selective O-4π-electrocyclization and N–O bond cleavage to prepare a variety of 2,5-dihydrooxazoles in good yields.
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Synthesis of enantiopure 1,2,3-triazolylidene-type mesoionic carbene (MIC) conjugate acids featuring a rigid bicyclic scaffold

Org. Chem. Front., 2024, 11,2178-2181
DOI: 10.1039/D4QO00269E, Research Article
Vojtěch Dočekal, Mohand Melaimi, Simona Petrželová, Jan Veselý, Xiaoyu Yan, Guy Bertrand
Chiral NHCs have found numerous applications as ligands for transition metals and in their own right for asymmetric catalysis. We report a synthetic route from L-malic acid to enantiopure 1,2,3-triazoliums with the chiral center in a fused ring.
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Iridium-catalyzed reductive γ-lactonization of ortho-acylbenzoic acids in water: sustainable access to phthalides

Org. Chem. Front., 2024, 11,2220-2230
DOI: 10.1039/D3QO02019C, Research Article
Yang Chen, Jingyu Zhang, Hongguang Du, Renshi Luo, Jiaxi Xu, Zhanhui Yang
Iridium-catalyzed reductive γ-lactonization of ortho-acylbenzoic acids in water provides a practical and sustainable route to phthalides.
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Electrode-switchable: exploring this new strategy to achieve regiodivergent azidoiodination of alkenes

Org. Chem. Front., 2024, 11,2189-2194
DOI: 10.1039/D3QO01935G, Research Article
Xin-Lei Sun, Chen-Xi Xia, Yue Ren, Yu-Jin Li, Zhi-Qian Cao, Ling-Guo Meng
An “electrode-switchable” organic electrochemistry method for the azidoiodination of alkenes, where the choice of anode dictates the regiodivergent alkene azidoiodination, reveals a novel pathway for controlled regioisomers.
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Photo-induced catalyst-free formal carbon insertion of acylsilanes into B–B and B–Si bonds

Org. Chem. Front., 2024, 11,2339-2343
DOI: 10.1039/D4QO00139G, Research Article
Xiongxiong Lu, Qingbin Zhao, Hao Zhang, Pan Xu, Xuenian Chen, Zhenxing Liu
A formal carbon insertion of acylsilanes into B–B and B–Si bonds has been developed. The in situ formed siloxycarbene under blue LED irradiation worked as the intermediate for the reaction. When 2-furyl and 2-thiophenyl acylsilanes were used, the B(pin) ring was enlarged to a six-membered ring.
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Electron donor–acceptor complex photoactivation for deaminative alkynylation, alkenylation and allenylation: a comprehensive study

Org. Chem. Front., 2024, 11,2231-2240
DOI: 10.1039/D4QO00177J, Research Article
Romain Lapierre, Lina Truong, Matthieu Hedouin, Hassan Oulyadi, Bruno Schiavi, Alexandre Jean, Philippe Jubault, Thomas Poisson
Herein, we disclose our study toward photoinduced deaminative alkynylation, alkenylation and allenylation.
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Fe-catalyzed B–H and Si–H insertion reactions of gem-dihaloalkanes

Org. Chem. Front., 2024, 11,2241-2248
DOI: 10.1039/D4QO00136B, Research Article
Xinyu Wang, Zhaobin Wang
We present an approach involving Fe-catalyzed B–H and Si–H insertion of gem-dichloroalkanes. In contrast to previous strategies, our method uses gem-dihaloalkanes as non-stabilized carbene precursors and operates through a radical reaction pathway.
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Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines

Org. Chem. Front., 2024, 11,2306-2312
DOI: 10.1039/D4QO00035H, Research Article
Wenxuan Jiang, Xiang Liu, Chuanying Zhu, Meiyi Chen, Weidan Li, Hua Cao
Regioselective electrochemical C–H sulfonylation–bromination between indolizines, sodium sulfinates, and KBr has been established in an undivided cell, in which KBr serves as both the brominating agent and electrolyte.
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Palladium-catalyzed asymmetric [4 + 3] cycloaddition of acyclic α,β-unsaturated imines with trimethylenemethane donors: access to chiral non-fused azepines

Org. Chem. Front., 2024, 11,2326-2331
DOI: 10.1039/D4QO00064A, Research Article
Ting-Peng Li, Shuixiu Su, Jia-Huan Shen, Meng Zang, Yang-Zi Liu, Quannan Wang, Wei-Ping Deng
An efficient approach for the construction of non-fused azepines in good yields with high enantioselectivity via Pd-catalyzed asymmetric [4 + 3] cycloaddition was developed.
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Correction: Cu-catalyzed arylation of S-tosyl peptides with arylboronic acids

Org. Chem. Front., 2024, 11,2418-2418
DOI: 10.1039/D4QO90029D, Correction
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Junjie Ying, Jingrong Huang, Chenguang Liu, Fa-Jie Chen, Chunfa Xu, Fen-Er Chen
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NHC and photoredox catalysis dual-catalyzed 1,4-mono-/di-fluoromethylative acylation of 1,3-enynes

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00372A, Research Article
Jiuli Xia, Ruiyang Ma, Lihong Wang, Jiaqiong Sun, Guangfan Zheng, Qian Zhang
NHC and photocatalysis dual-catalyzed mono/difluoromethylative acylation of 1,3-enynes was realized, providing fluormethyl-substituted allenyl ketones. SO2 might play a critical role in achieving high reactivity and selectivity.
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Assembly of ionic supramolecular polymers using a decacationic pillar[5]arene to noncovalently crosslink hyaluronic acid for short DNA delivery

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00447G, Research Article
Qian Li, Danying Ma, Yue-Yang Liu, Hui Wang, Wei Zhou, Dan-Wei Zhang, Zhan-Ting Li
A multicationic pillar[5]arene noncovalently crosslinks hyaluronic acid to afford ionic supramolecular polymers for intramolecular delivery of short DNA.
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Selective deletion of one carbon atom from C60 through benzylamine mediated reactions

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00449C, Research Article
Yaqiong Wang, Yiran Wu, Yuming Yu, Jie Su, Yi Qiu, Liangbing Gan
Benzylamine selectively adds to one of the two carbonyl groups on the 9-membered orifice to form an N,O-aminal moiety. Subsequent oxidation and hydrogen atom transfer lead to a decarboxylation process and formation of a nor [59]fullerene derivative.
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Aculeatones A and B, epimeric lovastatin derivatives with a 6/6/3-tricyclic carbon skeleton from Aspergillus aculeatus and their chemical transformation

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00351A, Research Article
Fei Liu, Fengqing Wang, Qin Li, Bingbing Dai, Weiguang Sun, Jianguo Li, Chunmei Chen, Yonghui Zhang, Hucheng Zhu
Lovastatin derivatives aculeatones A–F (1–6) with lipid-lowering activity were isolated from Aspergillus aculeatus. 1 and 2 represent the first examples with a 6/6/3-tricyclic scaffold and the biomimetic formation of 1 was achieved starting from 3.
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Cr-mediated Photocatalytic Decarboxylative Coupling of alpha-Oxo Acids with Benzylic Pyridinium Salts

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00475B, Research Article
Jia Cao, Yan Liu, Zhixiang Wang, Le Liu
Herein, we report the chromium/photoredox dual catalytic synthesis of ketones using α-oxo acids with benzylic pyridinium salts. This reaction proceeded by photocatalytic generation of acyl radical from α-oxo acids and...
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Visible-light Induced [1, 3]-Brook Rearrangements of α-Ketoacylsilanes and Its Subsequent Trapping in a Tandem Annulation with 1, 3, 5-Triazinanes and Azomethine Imines

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00463A, Research Article
Zhong Zhang, Sirui Wu, Yuqiao Zhou, Bao-Lin Li, Siyue Xiao, Xiaohu Zhao, Zhipeng Yu
An unusual visible light-induced [1, 3]-Brook rearrangement of α-ketoacylsilanes for cascade cyclization with 1,3,5-triazinanes and C,N-cyclic azomethine imines has been developed under catalyst-free and mild reaction conditions. The strategy offers...
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Base- and metal-free visible-light driven site-selective α-C(sp3)–H functionalization reaction of glycine derivatives with hydroxamic acid derivatives

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00425F, Research Article
Shiyun He, Hongying Fan, Xue Zhang, Meiling Ye, Jian Chen, Jinyu Hou, Tianle Huang, Li Guo, Guanghui Lv, Yong Wu
A visible-light-mediated radical–radical cross-coupling reaction between hydroxamic acid and N-phenyl glycine derivatives under base and metal free conditions is reported. A series of unnatural amino acids and peptides were obtained in good to excellent yields with good chemo-selectivity.
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Fully atom-economic access to spiro-cyclic skeletons through photoredox-induced hydrogen transfer/Giese addition/dearomative cyclization/protonation cascade

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00317A, Research Article
Guohui Zeng, Hui Luo, Kai Jiang, Jianpeng Cai, Biaolin Yin
Amine-tethered spiro-cyclic skeletons were obtained through photo-induced 100%-atom-economic dearomatization, involving the cleavage of the α-C(sp3)–H of amines. Pentacyclic framework was achieved from pyridinyl ring within two steps.
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Regioselective Oxidative Cleavage of Conjugated Dienes to Access α,β–Unsaturated Nitriles

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D3QO02101G, Research Article
Yuqing Fu, Yijia Leng, Haotong Bai, Jiaxi Xu, Ning Chen
A highly regioselective oxidative cleavage method has been developed for the synthesis of α,β-unsaturated nitriles from unsymmetric conjugated dienes. This transformation selectively cleaved the terminal C=C double bond, providing moderate...
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Substituent-controlled divergent cyclization reactions of benzo[c][1,2]dithiol-3-ones and hexahydro-1,3,5-triazines

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00356J, Research Article
Bohao Zhang, Sifan He, Na Dong, Antong Zhu, Haojie Duan, Dunjia Wang, Yao Zhou
An unprecedented metal-free divergent cyclization reaction of benzo[c][1,2]dithiol-3-ones with hexahydro-1,3,5-triazines to assemble six- and eight-membered N-containing heterocycles has been developed.
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NHC-Catalyzed Stereoselective Synthesis of Spirooxindole Lactones by in situ Generated Oxindole-embedded o-Quinone Methides and Aldehydes

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00347K, Research Article
Zhengqiang Cao, Fang Hu, Yunpeng Chu, Jiaxue Pei, Xin-Ping Hui
A novel N-heterocyclic carbene-catalyzed asymmetric [4 + 2] annulation of in situ generated oxindole-embedded o-quinone methides with aldehydes has been developed for the assembly of complicated spirooxindoles. The methodology provides...
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Diverting the Mannich reaction to access 2,2-disubstituted indolin-3-ones by merging 1,2-aryl migration and copper-catalyzed aerobic oxidation

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00481G, Research Article
Jia-Chen Xiang, Yu-Die Wang, Peng Yuan, Hui-Min Zhu, Tong Lei, An-Xin Wu, Zhixin Liao
Three typical substrates for the Mannich reaction, p-anisidine, aldehyde, and a nucleophile, did not afford the predictable linear Mannich base under an aerobic copper oxidation condition, but rendering a 2,2-disubstituted indolin-3-one product.
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Iridium-catalyzed asymmetric hydrogenation of 5-hydroxypicolinate pyridinium salts under batch and flow: stereodefined access to cis-configurated hydroxypiperidine esters

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00322E, Research Article
Zhi Yang, Shangxian Luan, Linxi Wan, Jingxi Chen, Xiaofang Wei, Pei Tang, Fen-Er Chen
An iridium-catalyzed asymmetric hydrogenation of 2-esteryl-5-hydroxypyridinium salts is reported, providing chiral cis-5-hydroxypiperidine-2-carboxylates in excellent yields with high levels of enantioselectivities and diastereoselectivities.
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Thiourea as a precatalyst for the electron donor–acceptor complex photoactivation platform of oxime esters

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00424H, Research Article
Haichen Mao, Yuting Zhang, Hengrong Cao, Qianqian Shi, Yu Lan, Junbiao Chang, Bo Zhu
A novel electron donor–acceptor (EDA) complex catalysis strategy has been developed using thiourea as a precatalyst under blue LED irradiation. Using 2–5 mol% of thiourea, various nitrogen-containing compounds were successfully synthesized.
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Integrating continuous flow reaction and work-up: chiral amine resolution, separation and purification using a novel coalescing filter system

React. Chem. Eng., 2024, Accepted Manuscript
DOI: 10.1039/D4RE00442F, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Bethan May Rowley, Lisa Alice Thompson, Luke Power, James Daglish, Emma Parks, James Birbeck, Stephen P Marsden, Nikil Kapur, John Blacker
To maximize the benefits of a continuous flow reaction, a continuous work-up is also needed. Herein, we present a process design and novel equipment for a continuous amine resolution reaction,...
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Upcycling polymethyl methacrylate to methacrylic acid

React. Chem. Eng., 2024, Advance Article
DOI: 10.1039/D4RE00341A, Paper
Yanfa Zhuang, Nooshin Saadatkhah, Tien-Dat Nguyen, Jacopo De Tommaso, Clive Yi Jie Ng, Chunyu Wang, Abdellah Ajji, Gregory S. Patience
Upcycling PMMA to methacrylic acid rather than methyl methacrylate is a viable economic alternative to treat end-of-life plastic.
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A Hierarchical Surrogate Approach to Biomass Ethanolysis Reaction Kinetic Modelling

React. Chem. Eng., 2024, Accepted Manuscript
DOI: 10.1039/D4RE00378K, Paper
Ailís O'Shea, Conall McNamara, Prajwal Rao, Mícheál Séamus Howard, Mohammad Reza Ghaani, Stephen Dooley
The reaction mechanism and kinetics of the sulfuric acid catalysed ethanolysis of glucose, cellulose, xylan, and corncob was investigated using a combination of experiments and empirical reaction mechanism modelling. The...
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A self-adsorption molecule passivated interface enables efficient and stable lithium metal batteries

Energy Environ. Sci., 2024, Advance Article
DOI: 10.1039/D4EE02903H, Paper
Gongxun Lu, Xinru Wu, Miaofei Huang, Mengtian Zhang, Zhihong Piao, Xiongwei Zhong, Chuang Li, Yanze Song, Chengshuai Chang, Kuang Yu, Guangmin Zhou
Self-adsorbing molecules stabilize electrode interfaces and inhibit solvent decomposition to ensure high-voltage stability of lithium metal batteries.
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Contribution of an instructional module incorporating PhET simulations to Rwandan students' knowledge of chemical reactions, acids, and bases through social interactions

Chem. Educ. Res. Pract., 2024, Advance Article
DOI: 10.1039/D4RP00105B, Paper
Jean-Baptiste Ndagijimana, Jeannette Musengimana, Henriette Mushimiyimana, Evode Mukama, Olivier Habimana, Paulin Manirakiza, Jean Claude Dushimimana, Jean Pierre Alpha Munyaruhengeri, Samia Khan, Elizabeth Lakin
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Stocks that will see action today: November 14, 2024

Buzzing stocks: Tata Power, India Glycols, Hero MotoCorp, BDL, Firstcry, Mamaearth, MTNL, HAL, Nazara Tech, Sobha, Glenmark Pharma, GVK Power, Medi Assist, Grasim, PNB Housing Fin, Samhi Hotels, Inox Green Energy, Varun Beverages, Piccadilly Agro, 




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CPI(M) Kerala secretary M.V. Govindan backs E.P. Jayarajan amid autobiography controversy

Govindan says CPI(M) does not require members to seek prior permission to write a book, though he emphasised that consultation with the party should occur before publication




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Meenachil river basin project in for revival




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Waqf Board can initiate criminal proceedings in post-2013 Waqf land encroachment cases

A Single Judge of the Kerala High Court quashed the proceedings against two people in an alleged pre-2013 land encroachment case on Tuesday by noting that such acts were made punishable only through an amendment to the Waqf Act in 2013, the accused were in possession of the property even before the introduction of the amendment, and no penal acts could be given retrospective operation




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2024 on track to be hottest year on record




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India, Russia discuss economic cooperation, facilitating mobility of talent and skills




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S.Korea, US-developed solar coronagraph installed at International Space Station




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Climate change poses growing threat to displaced people: Report




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Principal Secretary to PM highlights mitigating risks associated with glacial lakes to ensure safer future




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Gujarat CM approves Rs 254 Crore for multiple development projects across 14 towns




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Swiggy-backed Rapido sees net loss at Rs 371 crore in FY24




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UN report warns nitrous oxide emissions impact public health




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[LINK] Perspective, by Adactio

If you haven’t, you should immediately read Jeremy’s post titled A responsive mind. Not because he says some incredibly kind things about yours truly, but, well, of bits like this:

That’s the thing about responsive web design: you can’t just think of it as a sprinkle of pixie dust that can be applied to any site. It requires the right mindset. It requires that sites be built on solid foundations of best practice. If those foundations are in place—a flexible layout, flexible images, optimised performance—then responsive web design can work its magic.

There are so many wonderful, quotable points that I’m doing Jeremy a disservice by even excerpting that one. If you’d like to understand why a responsive approach would be right for your project (or, perhaps as importantly, why it might not), I urge you to read the whole thing.




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Expediting ion migration and stabilizing interface deposition through pre-polarized ion channels for zinc-ion batteries

J. Mater. Chem. A, 2024, Advance Article
DOI: 10.1039/D4TA00580E, Paper
Gang Li, Fulong Hu, Jinxiu Chen, Xiaozhong Fan, Xiong Xiao, Longtao Ma, Long Kong
A pre-polarized ion channels are constructed to inhibit the tip effect and selectively accelerate ion transport, achieving stable and uniform ion deposition, suppressing dendrite growth and side reaction for long-term Zn striping/plating.
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