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

Yoichiro Kuninobu; Eri Ishii; Kazuhiko Takai

doi:10.1002/anie.200700183

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 journal › Article › peer-review

52 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 language	English
Pages (from-to)	3296-3299
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	46
Issue number	18
DOIs	https://doi.org/10.1002/anie.200700183
Publication status	Published - Jun 29 2007

Keywords

Aldehydes
Cross-coupling
Gold
Rhenium

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Access to Document

10.1002/anie.200700183

Fingerprint Dive into the research topics of 'Rhenium- and gold-catalyzed coupling of aromatic aldehydes with trimethyl(phenylethynyl)silane: Synthesis of diethynylmethanes'. Together they form a unique fingerprint.

Cite this

@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",

month = jun,

day = "29",

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 - 2007/6/29

Y1 - 2007/6/29

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 -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this