Article
Chemistry, Multidisciplinary
Zhaoyang Cheng, Jun Guo, Yufeng Sun, Yushan Zheng, Zhehong Zhou, Zhan Lu
Summary: This study presents a controllable cobalt-catalyzed sequential hydrosilylation/hydroboration reaction of arylacetylenes, achieving high regioselectivities for all possible regio-outcomes. Adjusting the ligands of cobalt catalysts combined with dual catalysis relay strategy is crucial for achieving regio-chemistry control, which may inspire further exploration in diversity-oriented synthesis involving multiple additions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Chenhui Chen, Hongliang Wang, Tongtong Li, Dongpo Lu, Jiajing Li, Xie Zhang, Xin Hong, Zhan Lu
Summary: A cobalt-catalyzed asymmetric sequential hydroboration/isomerization/hydroboration reaction of 2-aryl vinylcyclopropanes was reported for the first time, yielding valuable chiral 1,5-bis(boronates) with good yields and excellent enantioselectivity. The reaction protocol was successfully applied for the synthesis of (-)-preclamol and chiral 1,2,5-triaryl alkanes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Ikuo Kageyuki, Jialun Li, Hiroto Yoshida
Summary: In this study, an unsymmetrical diboron was smoothly added across various terminal alkynes under platinum catalysis, resulting in the regio- and stereoselective formation of cis-vic-diborylalkenes. The use of a highly electron-deficient triarylphosphine ligand, P(BFPy)(3), is crucial for the regiocontrol, and electron deficiency in ligands has been proven to be closely correlated with the regioselectivity.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Yinsong Zhao, Shaozhong Ge
Summary: A chromium-catalyzed reaction has been developed for the synthesis of boryl-functionalized skipped dienes. By utilizing a dimerization/hydroboration process, the target product can be obtained efficiently and with good selectivity. EPR spectroscopic studies suggest that the reaction proceeds through a chromium(I) hydride intermediate.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Guoqi Zhang, Haisu Zeng, Shengping Zheng, Michelle C. Neary, Pavel A. Dub
Summary: Molecular complexes of vanadium were found to catalyze the anti-Markovnikov hydroboration reaction of alkynes, generating vinyl boronate esters with high turnover numbers and tolerance towards various functional groups. Preliminary computational analysis of the catalytic cycle revealed complex reactivity and activity of the redox-active ligand.
Article
Chemistry, Multidisciplinary
Hangcheng Ni, Zhenpin Lu, Zuowei Xie
Summary: The light-promoted, copper-catalyzed cage C-H arylation reaction allows for the facile synthesis of diverse compounds, providing a green, efficient, and mild approach.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Organic
Jing Li, Jinhua Chen, Luying Wang, Yian Shi
Summary: The paper presents an efficient palladium-catalyzed synthesis of indoles from 2-iodostyrenes and di-t-butyldiaziridinone, simultaneously forming two C-N bonds. The reaction likely proceeds through the insertion of Pd to aryl iodide and subsequent vinyl C-H activation to form a pallada(II)cycle intermediate, which is then bisaminated by di-t-butyldiaziridinone to give the final indole product.
Article
Chemistry, Multidisciplinary
Fangcao Zhang, Mingliang Gong, Hongzhen Xie, Yunjie Luo
Summary: La(CH2C6H4NMe2-o)(3), a simple and easily accessible lanthanide complex, can serve as a highly efficient catalyst for the reduction of esters to alcohols. This protocol shows good tolerance for various functional groups and relies on a lanthanum hydride species to facilitate the interaction between esters and pinacolborane.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Organic
Ariel L. Burgio, Nicklas W. Buchbinder, Webster L. Santos
Summary: A facile method for the synthesis of (Z)-1,3-enynes is achieved through sequential copper-catalyzed regio- and stereoselective borylation-protodeboronation of 1,3-diynes. Pinacolborane, copper(II) acetate, and Xantphos are utilized as the ligand to efficiently introduce hydrogen and Bpin in a cis fashion, followed by rapid hydrolysis with water. The reaction exhibits wide substrate scope and proceeds in a chemoselective manner.
Article
Chemistry, Organic
Yixian Lou, Jian Qiu, Kai Yang, Feng Zhang, Chenglan Wang, Qiuling Song
Summary: The study presents a Ni-catalyzed reductive allylation of alpha-chloroboronates to efficiently produce homoallylic boronates, which can be easily converted into valuable homoallylic alcohols, amines, or 1,4-diboronates. This reaction demonstrates a broad substrate scope and good functional group compatibility, offering advantages over existing methods for the preparation of homoallylic boronates.
Article
Chemistry, Organic
Jie Li, Pei Zhao, Ruoling Li, Wen Yang, Wanxiang Zhao
Summary: An efficient rhodium-catalyzed beta-dehydroborylation of aldehyde-derived silyl enol ethers with bis(pinacolato)diboron is described, leading to a wide array of valuable functionalized beta-boryl silyl enolates with high efficiency and excellent stereoselectivity. The borylated products can be readily converted into diverse synthetically useful molecules through versatile carbon-boron bond transformations.
Article
Chemistry, Multidisciplinary
Nabin Sarkar, Rajata Kumar Sahoo, Sharanappa Nembenna
Summary: In this study, a molecular aluminium dihydride complex was used as a catalyst for reducing a wide range of aryl and alkyl esters, showing good tolerance towards other functional groups. The catalytic application of aluminium dihydride in the C-O bond cleavage of alkyl and aryl epoxides was also investigated, resulting in branched Markovnikov ring-opening products.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Spencer P. Pajk, Zisong Qi, Stephen J. Sujansky, Jeffrey S. Bandar
Summary: The base-catalyzed addition of 1-cyclopropylethanol to styrene derivatives with an acidic reaction workup enables anti-Markovnikov hydration. This method allows for the hydration of various styrene derivatives, including electron-deficient, ortho-substituted and heteroaryl variants. It offers an alternative route to terminal alcohols that avoids stoichiometric reduction and oxidation processes, demonstrating its utility in multigram scale reactions and a two-step hydration/cyclization process for the preparation of 2,3-dihydrobenzofuran derivatives.
Article
Chemistry, Multidisciplinary
Yang'en You, Shaozhong Ge
Summary: A chiral-selective one-pot reaction has been developed to transform terminal alkynes into gem-(borylsilyl)alkanes using a specific cobalt catalyst, achieving high enantioselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Ming Hu, Boon Beng Tan, Shaozhong Ge
Summary: Selective defluoroborylation and asymmetric hydro-boration reactions have been developed for fluoroalkyl-substituted terminal alkenes, resulting in the synthesis of chiral alkylboronates with fluoroalkyl-substituted stereogenic carbon centers.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Ji Wu, Ke Cao, Cai-Yan Zhang, Tao-Tao Xu, Li-Fang Ding, Bo Li, Junxiao Yang
Article
Chemistry, Inorganic & Nuclear
Ke Cao, Cai-Yan Zhang, Tao-Tao Xu, Ji Wu, Li-Fang Ding, Linhai Jiang, Junxiao Yang
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2019)
Article
Chemistry, Organic
Tao-Tao Xu, Ke Cao, Cai-Yan Zhang, Ji Wu, Li-Fang Ding, Junxiao Yang
Article
Chemistry, Inorganic & Nuclear
Ji Wu, Ke Cao, Cai-Yan Zhang, Tao-Tao Xu, Xin-Yu Wen, Bo Li, Junxiao Yang
INORGANIC CHEMISTRY
(2020)
Article
Chemistry, Inorganic & Nuclear
Ke Cao, Tao-Tao Xu, Ji Wu, Cai-Yan Zhang, Xin-Yu Wen, Junxiao Yang
Summary: A selective B(3,6)-H activation for hydroboration of internal alkynes using in situ Pd-NHC catalysis has been achieved under mild conditions, providing an easy approach for synthesizing alkenyl-o-carboranes and serving as an important reference for the selective functionalization of B(3,6)-H bonds.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xin-Yu Wen, Ke Cao, Ji Wu, Cai-Yan Zhang, Xia Li, Linhai Jiang, Junxiao Yang
Summary: The AIBN initiated radical polymerization of o-carborane functionalized styrenes has been developed, resulting in high molecular weight polymers. This method offers an efficient approach for synthesizing o-carborane containing polymers, serving as an important reference for related studies.
Article
Chemistry, Inorganic & Nuclear
Ke Cao, Ji Wu, Cai-Yan Zhang, Li-Fang Ding, Junxiao Yang
Summary: A palladium catalyzed intramolecular amination of B(7)-H for synthesis of o-carborane fused isoquinolinones has been developed, resulting in the synthesis of various o-carborane fused isoquinolinones decorated with active groups with good to excellent yields. A plausible mechanism involving palladium catalyzed electrophilic B-H activation/amination was proposed in this study.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Ke Cao, Ji Wu, Cai-Yan Zhang, Li-Fang Ding, Junxiao Yang
Summary: An iridium-catalyzed selective B-H/C-H dehydrogenative coupling for arylating electron-deficient B(3)-H of o-carborane with benzamides has been developed, with a proposed mechanism involving Ir-III/Ir-V catalyzed BH/CH activation. This work holds significance for selectively functionalizing B(3,6)-H bonds through dehydrogenative coupling.
Review
Chemistry, Organic
Ke Cao, Cai-Yan Zhang
Summary: Biscarboranes, composed of two carborane units linked via different bonds, have significant applications in various fields, but the synthesis methods, especially for those with B-B and C-B bonds, remain limited.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Cai-Yan Zhang, Ke Cao, Han-Bo Yang, Li-Fang Ding, Junxiao Yang
Summary: The Cu(OTf)(2)/NBS-mediated tandem reaction of 1-cinnamyl alcohol-o-carboranes for the synthesis of C-alkenyl-o-carboranes has been developed. Mechanism studies revealed that the ring opening of oxetane with electron-rich arenes as nucleophiles, promoted by Cu(OTf)(2), was the key step for the transformation. This work provides an alternative strategy for the synthesis of C-alkenyl-o-carboranes, which has important implications for diversifying o-carborane derivatives.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Cai-Yan Zhang, Ke Cao, Han-Bo Yang, Linhai Jiang, Bo Li, Junxiao Yang
Summary: A Cu(OTf)(2)/NBS promoted cyclization of 1-cinnamyl alcohol-o-carboranes has been developed for the synthesis of substituted oxetanes. A series of oxetanes has been synthesized with moderate to good yields, serving as important synthon for novel reactions in oxetane and carborane chemistry.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Jia-Wei Yu, Cai-Yan Zhang, Gregory A. Chass, Jing-Xuan Zhang, Wei-Hua Mu, Ke Cao
Summary: This study investigated the mechanistic basis of the regioselective B(3,6)-diarylation of o-carboranes using palladium N-heterocyclic carbene catalysis. The reaction was found to proceed through a Pd(0) & RARR; Pd(ii) & RARR; Pd(0) oxidation/reduction cycle, with regioselective B(3)-H activation being the rate-determining step. The addition of Ag2CO3 was shown to lower the free energy barrier and facilitate the reaction. Electronic effects and steric hindrance were identified as the main contributors to product selectivity and reaction rate, respectively. Computational predictions aligned with experimental findings, highlighting the potential for rational optimization of similar reactions.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Inorganic & Nuclear
Cai-Yan Zhang, Ke Cao, Dechun Liu, Han-Bo Yang, Chao-Chao Teng, Bo Li, Junxiao Yang
Summary: An effective method for the selective amination of B(4)-H via dehydrogenative cross-coupling of B-H/N-H bonds to synthesize o-carborane-fused indolines has been developed. Various novel o-carborane-fused indolines have been successfully synthesized, which have great potential for applications in drug discovery, pharmaceutical chemistry, and functional materials. This work provides valuable insights for the design and synthesis of o-carborane-fused heterocycles.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Multidisciplinary
Cai-Yan Zhang, Ke Cao, Tao-Tao Xu, Ji Wu, Linhai Jiang, Junxiao Yang
CHEMICAL COMMUNICATIONS
(2019)
Article
Chemistry, Multidisciplinary
Tao-Tao Xu, Ke Cao, Cai-Yan Zhang, Ji Wu, Linhai Jiang, Junxiao Yang
CHEMICAL COMMUNICATIONS
(2018)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
