Rhenium- and gold-catalyzed coupling of aromatic aldehydes with trimethyl(phenylethynyl)silane: Synthesis of diethynylmethanes

Yoichiro Kuninobu, Eri Ishii, Kazuhiko Takai

Research output: Contribution to journalArticle

51 Citations (Scopus)

Abstract

(Chemical Equation Presented) Very couply! Coupling reactions of propargyl or benzyl alcohols with allyl- or alkynylsilanes proceed efficiently using [{ReBr(CO)3(thf)}2] as catalyst. Additionally, diethynylmethane derivatives were obtained by the reaction of aromatic aldehydes with trimethyl(phenylethynyl)silane in the presence of both the rhenium complex and AuCl (see scheme).

Original languageEnglish
Pages (from-to)3296-3299
Number of pages4
JournalAngewandte Chemie - International Edition
Volume46
Issue number18
DOIs
Publication statusPublished - 2007

Fingerprint

Benzyl Alcohols
Rhenium
Silanes
Carbon Monoxide
Aldehydes
Gold
Alcohols
Derivatives
Catalysts

Keywords

  • Aldehydes
  • Cross-coupling
  • Gold
  • Rhenium

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Rhenium- and gold-catalyzed coupling of aromatic aldehydes with trimethyl(phenylethynyl)silane : Synthesis of diethynylmethanes. / Kuninobu, Yoichiro; Ishii, Eri; Takai, Kazuhiko.

In: Angewandte Chemie - International Edition, Vol. 46, No. 18, 2007, p. 3296-3299.

Research output: Contribution to journalArticle

@article{f88a731623cb4a3f98cf15ef2cb2df6a,
title = "Rhenium- and gold-catalyzed coupling of aromatic aldehydes with trimethyl(phenylethynyl)silane: Synthesis of diethynylmethanes",
abstract = "(Chemical Equation Presented) Very couply! Coupling reactions of propargyl or benzyl alcohols with allyl- or alkynylsilanes proceed efficiently using [{ReBr(CO)3(thf)}2] as catalyst. Additionally, diethynylmethane derivatives were obtained by the reaction of aromatic aldehydes with trimethyl(phenylethynyl)silane in the presence of both the rhenium complex and AuCl (see scheme).",
keywords = "Aldehydes, Cross-coupling, Gold, Rhenium",
author = "Yoichiro Kuninobu and Eri Ishii and Kazuhiko Takai",
year = "2007",
doi = "10.1002/anie.200700183",
language = "English",
volume = "46",
pages = "3296--3299",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "18",

}

TY - JOUR

T1 - Rhenium- and gold-catalyzed coupling of aromatic aldehydes with trimethyl(phenylethynyl)silane

T2 - Synthesis of diethynylmethanes

AU - Kuninobu, Yoichiro

AU - Ishii, Eri

AU - Takai, Kazuhiko

PY - 2007

Y1 - 2007

N2 - (Chemical Equation Presented) Very couply! Coupling reactions of propargyl or benzyl alcohols with allyl- or alkynylsilanes proceed efficiently using [{ReBr(CO)3(thf)}2] as catalyst. Additionally, diethynylmethane derivatives were obtained by the reaction of aromatic aldehydes with trimethyl(phenylethynyl)silane in the presence of both the rhenium complex and AuCl (see scheme).

AB - (Chemical Equation Presented) Very couply! Coupling reactions of propargyl or benzyl alcohols with allyl- or alkynylsilanes proceed efficiently using [{ReBr(CO)3(thf)}2] as catalyst. Additionally, diethynylmethane derivatives were obtained by the reaction of aromatic aldehydes with trimethyl(phenylethynyl)silane in the presence of both the rhenium complex and AuCl (see scheme).

KW - Aldehydes

KW - Cross-coupling

KW - Gold

KW - Rhenium

UR - http://www.scopus.com/inward/record.url?scp=34250872268&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34250872268&partnerID=8YFLogxK

U2 - 10.1002/anie.200700183

DO - 10.1002/anie.200700183

M3 - Article

C2 - 17387665

AN - SCOPUS:34250872268

VL - 46

SP - 3296

EP - 3299

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 18

ER -