Literature DB >> 31904219

Bidentate Directing Groups: An Efficient Tool in C-H Bond Functionalization Chemistry for the Expedient Construction of C-C Bonds.

Supriya Rej1, Yusuke Ano1, Naoto Chatani1.   

Abstract

During the past decades, synthetic organic chemistry discovered that directing group assisted C-H activation is a key tool for the expedient and siteselective construction of C-C bonds. Among the various directing group strategies, bidentate directing groups are now recognized as one of the most efficient devices for the selective functionalization of certain positions due to fact that its metal center permits fine, tunable, and reversible coordination. The family of bidentate directing groups permit various types of assistance to be achieved, such as N,N-dentate, N,O-dentate, and N,S-dentate auxiliaries, which are categorized based on the coordination site. In this review, we broadly discuss various C-H bond functionalization reactions for the formation of C-C bonds with the aid of bidentate directing groups.

Entities:  

Year:  2020        PMID: 31904219     DOI: 10.1021/acs.chemrev.9b00495

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  43 in total

1.  Chemical and structural investigation of the paroxetine-human serotonin transporter complex.

Authors:  Jonathan A Coleman; Vikas Navratna; Daniele Antermite; Dongxue Yang; James A Bull; Eric Gouaux
Journal:  Elife       Date:  2020-07-03       Impact factor: 8.140

Review 2.  Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds.

Authors:  Bin Liu; Andrew M Romine; Camille Z Rubel; Keary M Engle; Bing-Feng Shi
Journal:  Chem Rev       Date:  2021-10-29       Impact factor: 60.622

3.  Electrophotocatalytic C-H Heterofunctionalization of Arenes.

Authors:  He Huang; Tristan H Lambert
Journal:  Angew Chem Int Ed Engl       Date:  2021-04-12       Impact factor: 15.336

4.  Rhoda-Electrocatalyzed Bimetallic C-H Oxygenation by Weak O-Coordination.

Authors:  Xuefeng Tan; Leonardo Massignan; Xiaoyan Hou; Johanna Frey; João C A Oliveira; Masoom Nasiha Hussain; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-07       Impact factor: 15.336

5.  Late-stage C(sp2)-H and C(sp3)-H glycosylation of C-aryl/alkyl glycopeptides: mechanistic insights and fluorescence labeling.

Authors:  Jun Wu; Nikolaos Kaplaneris; Shaofei Ni; Felix Kaltenhäuser; Lutz Ackermann
Journal:  Chem Sci       Date:  2020-03-24       Impact factor: 9.825

6.  Peptide late-stage C(sp3)-H arylation by native asparagine assistance without exogenous directing groups.

Authors:  Yiyi Weng; Xingxing Ding; João C A Oliveira; Xiaobin Xu; Nikolaos Kaplaneris; Meijie Zhu; Hantao Chen; Zhuo Chen; Lutz Ackermann
Journal:  Chem Sci       Date:  2020-08-12       Impact factor: 9.825

7.  Chemodivergent manganese-catalyzed C-H activation: modular synthesis of fluorogenic probes.

Authors:  Nikolaos Kaplaneris; Jongwoo Son; Lorena Mendive-Tapia; Adelina Kopp; Nicole D Barth; Isaac Maksso; Marc Vendrell; Lutz Ackermann
Journal:  Nat Commun       Date:  2021-06-07       Impact factor: 14.919

8.  Temperature-modulated selective C(sp3)-H or C(sp2)-H arylation through palladium catalysis.

Authors:  Thirupathi Gogula; Jinquan Zhang; Madhava Reddy Lonka; Shuaizhong Zhang; Hongbin Zou
Journal:  Chem Sci       Date:  2020-09-24       Impact factor: 9.825

9.  Site-selective aqueous C-H acylation of tyrosine-containing oligopeptides with aldehydes.

Authors:  Marcos San Segundo; Arkaitz Correa
Journal:  Chem Sci       Date:  2020-10-06       Impact factor: 9.825

Review 10.  α-C(sp3)-H Arylation of Cyclic Carbonyl Compounds.

Authors:  Mei Wang; Wei Wang; Dashan Li; Wen-Jing Wang; Rui Zhan; Li-Dong Shao
Journal:  Nat Prod Bioprospect       Date:  2021-06-07
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