Literature DB >> 16323865

Highly (Z)-selective hydrosilylation of terminal alkynes catalyzed by a diphosphinidenecyclobutene-coordinated ruthenium complex: application to the synthesis of (Z,Z)-bis(2-bromoethenyl)arenes.

Masato Nagao1, Kimihiro Asano, Kazutoshi Umeda, Hiroyuki Katayama, Fumiyuki Ozawa.   

Abstract

[reaction: see text] Complex 1 bearing a diphosphinidenecyclobutene ligand (DPCB-OMe) catalyzes highly stereoselective hydrosilylation of diethynylarenes with HSiMe2Ph to afford (Z,Z)-bis(2-silylethenyl)arenes. Treatment of the hydrosilylation products with N-bromosuccinimide causes bromodesilylation in a stereospecific manner, giving (Z,Z)-bis(2-bromoethenyl)arenes in high geometrical purity (>98%).

Entities:  

Year:  2005        PMID: 16323865     DOI: 10.1021/jo051908g

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes.

Authors:  Guojiao Wu; Uttam Chakraborty; Axel Jacobi von Wangelin
Journal:  Chem Commun (Camb)       Date:  2018-10-30       Impact factor: 6.222

2.  Rh(I)/(III)-N-Heterocyclic Carbene Complexes: Effect of Steric Confinement Upon Immobilization on Regio- and Stereoselectivity in the Hydrosilylation of Alkynes.

Authors:  Pradeep K R Panyam; Boshra Atwi; Felix Ziegler; Wolfgang Frey; Michal Nowakowski; Matthias Bauer; Michael R Buchmeiser
Journal:  Chemistry       Date:  2021-11-08       Impact factor: 5.020

  2 in total

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