Diverse Approaches for Enantioselective C−H Functionalization Reactions Using Group 9 CpxMIII Catalysts DOI
Tatsuhiko Yoshino,

Shun Satake,

Shigeki Matsunaga

и другие.

Chemistry - A European Journal, Год журнала: 2020, Номер 26(33), С. 7346 - 7357

Опубликована: Янв. 29, 2020

Transition-metal-catalyzed C-H functionalization reactions with Cp*MIII catalysts (M=Co, Rh, Ir) have found a wide variety of applications in organic synthesis. Albeit the intrinsic difficulties achieving catalytic stereocontrol using these due to their lack additional coordination sites for external chiral ligands and conformational flexibility Cp ligand, enantioselective Group 9 metal triad Cp-type been intensively studied since 2012. In this minireview, progress according type catalyst used are summarized discussed. The development Cpx complexes thereof, artificial metalloenzymes, carboxylate-assisted activations, alkylations assisted by carboxylic acids or sulfonates, transient directing groups

Язык: Английский

3d Transition Metals for C–H Activation DOI
Parthasarathy Gandeepan, Thomas Müller, Daniel Zell

и другие.

Chemical Reviews, Год журнала: 2018, Номер 119(4), С. 2192 - 2452

Опубликована: Ноя. 27, 2018

C–H activation has surfaced as an increasingly powerful tool for molecular sciences, with notable applications to material crop protection, drug discovery, and pharmaceutical industries, among others. Despite major advances, the vast majority of these functionalizations required precious 4d or 5d transition metal catalysts. Given cost-effective sustainable nature earth-abundant first row metals, development less toxic, inexpensive 3d catalysts gained considerable recent momentum a significantly more environmentally-benign economically-attractive alternative. Herein, we provide comprehensive overview on until summer 2018.

Язык: Английский

Процитировано

1966

Enantioselective C(sp 3 )‒H bond activation by chiral transition metal catalysts DOI Open Access
Tyler G. St. Denis, Ru‐Yi Zhu,

Gang Chen

и другие.

Science, Год журнала: 2018, Номер 359(6377)

Опубликована: Фев. 16, 2018

Left- or right-handed C–H bond activation Although organic compounds consist mostly of carbon and hydrogen atoms, strategies for chemical synthesis have traditionally targeted the handful more reactive interspersed oxygens, nitrogens, halogens. Modifying bonds directly is a appealing approach, but selectivity remains challenge. Saint-Denis et al. review recent progress in using transition metal catalysis to break just one two mirror-image then append complex substituent its place. Ligand design has proven crucial differentiate these otherwise similar variety molecular settings. Science , this issue p. eaao4798

Язык: Английский

Процитировано

709

Electrocatalytic C–H Activation DOI

Nicolas Sauermann,

Tjark H. Meyer, Youai Qiu

и другие.

ACS Catalysis, Год журнала: 2018, Номер 8(8), С. 7086 - 7103

Опубликована: Июнь 18, 2018

C–H activation has emerged as a transformative tool in molecular synthesis, but until recently oxidative activations have largely involved the use of stoichiometric amounts expensive and toxic metal oxidants, compromising overall sustainable nature chemistry. In sharp contrast, electrochemical been identified more efficient strategy that exploits storable electricity place byproduct-generating chemical reagents. Thus, transition-metal catalysts were shown to enable versatile reactions manner. While palladium catalysis set stage for C(sp2)–H C(sp3)–H functionalizations by N-containing directing groups, rhodium ruthenium allowed weakly coordinating amides acids. contrast these precious 4d transition metals, recent year witnessed emergence cobalt oxygenations, nitrogenations, C–C-forming [4+2] alkyne annulations. Thereby, silver(I) oxidants was prevented, improving environmentally benign catalysis. Herein, we summarize major advances organometallic otherwise inert bonds electrocatalysis through May 2018.

Язык: Английский

Процитировано

602

C–H activation DOI
Torben Rogge, Nikolaos Kaplaneris, Naoto Chatani

и другие.

Nature Reviews Methods Primers, Год журнала: 2021, Номер 1(1)

Опубликована: Июнь 17, 2021

Язык: Английский

Процитировано

433

Recent Advances in Hydrometallation of Alkenes and Alkynes via the First Row Transition Metal Catalysis DOI Open Access
Jianhui Chen, Jun Guo, Zhan Lu

и другие.

Chinese Journal of Chemistry, Год журнала: 2018, Номер 36(11), С. 1075 - 1109

Опубликована: Авг. 20, 2018

Abstract Hydrometallation of alkenes and alkynes provides a straightforward route to access alkyl‐ or alkenyl‐metal reagents, which have wide range applications in organic transformations. In recent years, the first row transition metals (such as copper, nickel, cobalt, iron, etc .) emerged high activity selectivity this area with aid variety ligands. This review covers advances hydrometallation minimally functionalized unsaturated C—C bonds (including alkenes, alkynes, dienes, allenes, enynes, .), well transformations involving catalytic process via metal catalysis.

Язык: Английский

Процитировано

419

Recent advances in the synthesis of axially chiral biarylsviatransition metal-catalysed asymmetric C–H functionalization DOI
Gang Liao, Tao Zhou, Qi‐Jun Yao

и другие.

Chemical Communications, Год журнала: 2019, Номер 55(59), С. 8514 - 8523

Опубликована: Янв. 1, 2019

Recent advances in the synthesis of axially chiral biarylsviatransition metal-catalysed asymmetric C–H functionalization are reported.

Язык: Английский

Процитировано

384

Toolbox for Distal C–H Bond Functionalizations in Organic Molecules DOI

Soumya Kumar Sinha,

Srimanta Guin,

Sudip Maiti

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(6), С. 5682 - 5841

Опубликована: Окт. 18, 2021

Transition-metal-catalyzed C–H activation has developed a contemporary approach to the omnipresent area of retrosynthetic disconnection. Scientific researchers have been tempted take help this methodology plan their synthetic discourses. This paradigm shift helped in development industrial units as well, making synthesis natural products and pharmaceutical drugs step-economical. In vast zone bond activation, functionalization proximal bonds gained utmost popularity. Unlike bonds, distal is more strenuous requires distinctly specialized techniques. review, we compiled various methods adopted functionalize mechanistic insights within each these procedures, scope methodology. With give complete overview expeditious progress made field organic chemistry while also highlighting its pitfalls, thus leaving open for further modifications.

Язык: Английский

Процитировано

380

Enantioselective C−H Activation with Earth‐Abundant 3d Transition Metals DOI
Joachim Loup, Uttam Dhawa, Fabio Pesciaioli

и другие.

Angewandte Chemie International Edition, Год журнала: 2019, Номер 58(37), С. 12803 - 12818

Опубликована: Май 11, 2019

Molecular syntheses largely rely on time- and labour-intensive prefunctionalization strategies. In contrast, C-H activation represents an increasingly powerful approach that avoids lengthy of prefunctionalized substrates, with great potential for drug discovery, the pharmaceutical industry, material sciences, crop protection, among others. The enantioselective functionalization omnipresent bonds has emerged as a transformative tool step- atom-economical generation chiral molecular complexity. However, this rapidly growing research area remains dominated by noble transition metals, prominently featuring toxic palladium, iridium rhodium catalysts. Indeed, despite significant achievements, use inexpensive sustainable 3d metals in asymmetric activations is still clearly its infancy. Herein, we discuss remarkable recent progress transformations via organometallic base up to April 2019.

Язык: Английский

Процитировано

377

Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)–H Bonds DOI
Bin Liu, Andrew M. Romine, Camille Rubel

и другие.

Chemical Reviews, Год журнала: 2021, Номер 121(24), С. 14957 - 15074

Опубликована: Окт. 29, 2021

Transition-metal-catalyzed, coordination-assisted C(sp3)–H functionalization has revolutionized synthetic planning over the past few decades as use of these directing groups allowed for increased access to many strategic positions in organic molecules. Nonetheless, several challenges remain preeminent, such requirement high temperatures, difficulty removing or converting groups, and, although metals provide some reactivity, employing outside palladium. This review aims give a comprehensive overview coordination-assisted, transition-metal-catalyzed, direct nonactivated bonds by covering literature since 2004 order demonstrate current state-of-the-art methods well limitations. For clarity, this been divided into nine sections transition metal catalyst with subdivisions type bond formation. Synthetic applications and reaction mechanism are discussed where appropriate.

Язык: Английский

Процитировано

367

Asymmetric synthesis of allylic compoundsviahydrofunctionalisation and difunctionalisation of dienes, allenes, and alkynes DOI
Guanlin Li, Xiaohong Huo,

Xieyang Jiang

и другие.

Chemical Society Reviews, Год журнала: 2020, Номер 49(7), С. 2060 - 2118

Опубликована: Янв. 1, 2020

This review article provides an overview of progress in asymmetric synthesis allylic compoundsviahydrofunctionalisation and difunctionalisation dienes, allenes, alkynes.

Язык: Английский

Процитировано

316