Literature DB >> 28026952

Alkali Metal-Hydroxide-Catalyzed C(sp)-H Bond silylation.

Anton A Toutov1, Kerry N Betz1, David P Schuman1, Wen-Bo Liu1, Alexey Fedorov1, Brian M Stoltz1, Robert H Grubbs1.   

Abstract

Disclosed is a mild, scalable, and chemoselective catalytic cross-dehydrogenative C-H bond functionalization protocol for the construction of C(sp)-Si bonds in a single step. The scope of the alkyne and hydrosilane partners is substantial, providing an entry point into various organosilane building blocks and additionally enabling the discovery of a number of novel synthetic strategies. Remarkably, the optimal catalysts are NaOH and KOH.

Entities:  

Year:  2017        PMID： 28026952     DOI： 10.1021/jacs.6b12114

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  6 in total

1.  Transesterification of (hetero)aryl esters with phenols by an Earth-abundant metal catalyst.

Authors:  Jianxia Chen; E Namila; Chaolumen Bai; Menghe Baiyin; Bao Agula; Yong-Sheng Bao
Journal:  RSC Adv       Date:  2018-07-13       Impact factor: 4.036

2.  Fluoride Ion-Initiated Decarboxylation of Silyl Alkynoates to Alkynylsilanes.

Authors:  Takahiro Kawatsu; Sho Kataoka; Norihisa Fukaya; Jun-Chul Choi; Kazuhiko Sato; Kazuhiro Matsumoto
Journal:  ACS Omega       Date:  2021-05-03

3.  Cobalt-Catalyzed Dehydrogenative C-H Silylation of Alkynylsilanes.

Authors:  Hanna Stachowiak; Krzysztof Kuciński; Fabian Kallmeier; Rhett Kempe; Grzegorz Hreczycho
Journal:  Chemistry       Date:  2021-11-08       Impact factor: 5.020

4.  Rhodium hydride enabled enantioselective intermolecular C-H silylation to access acyclic stereogenic Si-H.

Authors:  Kun An; Wenpeng Ma; Li-Chuan Liu; Tao He; Guiyu Guan; Qing-Wei Zhang; Wei He
Journal:  Nat Commun       Date:  2022-02-14       Impact factor: 17.694

5.  Synthesis and Characterization of Hypercoordinated Silicon Anions: Catching Intermediates of Lewis Base Catalysis.

Authors:  Nils Ansmann; Deborah Hartmann; Sonja Sailer; Philipp Erdmann; Rezisha Maskey; Marcel Schorpp; Lutz Greb
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-05       Impact factor: 16.823

6.  Et3SiH + KO t Bu provide multiple reactive intermediates that compete in the reactions and rearrangements of benzylnitriles and indolenines.

Authors:  Andrew J Smith; Daniela Dimitrova; Jude N Arokianathar; Kenneth F Clark; Darren L Poole; Stuart G Leach; John A Murphy
Journal:  Chem Sci       Date:  2020-10-21       Impact factor: 9.825
  6 in total

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