Platinum complex-catalyzed hydrosilylation of 2,2-diaryl-1-methylenecyclopropane affording (silylmethyl)cyclopropane

Yasushi Nishihara; Masumi Itazaki; Kohtaro Osakada

doi:10.1016/S0040-4039(02)00165-X

Platinum complex-catalyzed hydrosilylation of 2,2-diaryl-1-methylenecyclopropane affording (silylmethyl)cyclopropane

Yasushi Nishihara, Masumi Itazaki, Kohtaro Osakada

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

Abstract

PtI₂(PPh₃)₂-catalyzed hydrosilylation of 2,2-diphenyl-1-methylenecyclopropane with HSiEt₃ forms (2,2-diphenylcyclopropyl)methyl(triethyl)silane in 87% yield as a sole product. This highly selective addition of Si-H bond converts 2,2-diaryl-1-methylenecyclopropane into its silylated derivative without ring-opening.

Original language	English
Pages (from-to)	2059-2061
Number of pages	3
Journal	Tetrahedron Letters
Volume	43
Issue number	11
DOIs	https://doi.org/10.1016/S0040-4039(02)00165-X
Publication status	Published - Mar 11 2002
Externally published	Yes

Keywords

Addition reactions
Cyclopropanes
Platinum
Silicon and compounds
Thorpe-Ingold effect

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Platinum complex-catalyzed hydrosilylation of 2,2-diaryl-1-methylenecyclopropane affording (silylmethyl)cyclopropane",

abstract = "PtI2(PPh3)2-catalyzed hydrosilylation of 2,2-diphenyl-1-methylenecyclopropane with HSiEt3 forms (2,2-diphenylcyclopropyl)methyl(triethyl)silane in 87% yield as a sole product. This highly selective addition of Si-H bond converts 2,2-diaryl-1-methylenecyclopropane into its silylated derivative without ring-opening.",

keywords = "Addition reactions, Cyclopropanes, Platinum, Silicon and compounds, Thorpe-Ingold effect",

author = "Yasushi Nishihara and Masumi Itazaki and Kohtaro Osakada",

note = "Funding Information: This work was partially supported by a Grant-in-aid for Scientific Research for Young Chemists No. 13740412 and for Scientific Research on Priority Areas, {\textquoteleft}Molecular Physical Chemistry{\textquoteright} No. 11166221, from the Ministry of Education, Culture, Sports, Science and Technology, Japan. ",

year = "2002",

month = mar,

day = "11",

doi = "10.1016/S0040-4039(02)00165-X",

language = "English",

volume = "43",

pages = "2059--2061",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "11",

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TY - JOUR

T1 - Platinum complex-catalyzed hydrosilylation of 2,2-diaryl-1-methylenecyclopropane affording (silylmethyl)cyclopropane

AU - Nishihara, Yasushi

AU - Itazaki, Masumi

AU - Osakada, Kohtaro

N1 - Funding Information: This work was partially supported by a Grant-in-aid for Scientific Research for Young Chemists No. 13740412 and for Scientific Research on Priority Areas, ‘Molecular Physical Chemistry’ No. 11166221, from the Ministry of Education, Culture, Sports, Science and Technology, Japan.

PY - 2002/3/11

Y1 - 2002/3/11

N2 - PtI2(PPh3)2-catalyzed hydrosilylation of 2,2-diphenyl-1-methylenecyclopropane with HSiEt3 forms (2,2-diphenylcyclopropyl)methyl(triethyl)silane in 87% yield as a sole product. This highly selective addition of Si-H bond converts 2,2-diaryl-1-methylenecyclopropane into its silylated derivative without ring-opening.

AB - PtI2(PPh3)2-catalyzed hydrosilylation of 2,2-diphenyl-1-methylenecyclopropane with HSiEt3 forms (2,2-diphenylcyclopropyl)methyl(triethyl)silane in 87% yield as a sole product. This highly selective addition of Si-H bond converts 2,2-diaryl-1-methylenecyclopropane into its silylated derivative without ring-opening.

KW - Addition reactions

KW - Cyclopropanes

KW - Platinum

KW - Silicon and compounds

KW - Thorpe-Ingold effect

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U2 - 10.1016/S0040-4039(02)00165-X

DO - 10.1016/S0040-4039(02)00165-X

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AN - SCOPUS:0037060938

VL - 43

SP - 2059

EP - 2061

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 11

ER -

Platinum complex-catalyzed hydrosilylation of 2,2-diaryl-1-methylenecyclopropane affording (silylmethyl)cyclopropane

Abstract

Keywords

ASJC Scopus subject areas

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