Cationic platinum-complex-catalyzed skeletal reorganization of enynes

Shuichi Oi; Issei Tsukamoto; Sotaro Miyano; Yoshio Inoue

doi:10.1021/om010316v

Cationic platinum-complex-catalyzed skeletal reorganization of enynes

Shuichi Oi, Issei Tsukamoto, Sotaro Miyano, Yoshio Inoue

New Industry Creation Hatchery Center (NICHe)

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

131 Citations (Scopus)

Abstract

The skeletal reorganization of 1,6-enynes into 1-vinylcyclopentenes was catalyzed by a cationic platinum complex under extremely mild conditions. The unusual rearrangement of the carbon skeleton, involving the cleavage of both the double and triple carbon-carbon bonds, was observed in certain cases and confirmed by ¹³C- and ²H-labeling experiments. Reaction mechanisms describing the rearrangement of carbocations are proposed.

Original language	English
Pages (from-to)	3704-3709
Number of pages	6
Journal	Organometallics
Volume	20
Issue number	17
DOIs	https://doi.org/10.1021/om010316v
Publication status	Published - 2001 Aug 20

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

Access to Document

10.1021/om010316v

Fingerprint Dive into the research topics of 'Cationic platinum-complex-catalyzed skeletal reorganization of enynes'. Together they form a unique fingerprint.

Cite this

@article{d6f7ff84340d4c4fbeeffc2f1426d123,

title = "Cationic platinum-complex-catalyzed skeletal reorganization of enynes",

abstract = "The skeletal reorganization of 1,6-enynes into 1-vinylcyclopentenes was catalyzed by a cationic platinum complex under extremely mild conditions. The unusual rearrangement of the carbon skeleton, involving the cleavage of both the double and triple carbon-carbon bonds, was observed in certain cases and confirmed by 13C- and 2H-labeling experiments. Reaction mechanisms describing the rearrangement of carbocations are proposed.",

author = "Shuichi Oi and Issei Tsukamoto and Sotaro Miyano and Yoshio Inoue",

year = "2001",

month = aug,

day = "20",

doi = "10.1021/om010316v",

language = "English",

volume = "20",

pages = "3704--3709",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "17",

}

TY - JOUR

T1 - Cationic platinum-complex-catalyzed skeletal reorganization of enynes

AU - Oi, Shuichi

AU - Tsukamoto, Issei

AU - Miyano, Sotaro

AU - Inoue, Yoshio

PY - 2001/8/20

Y1 - 2001/8/20

N2 - The skeletal reorganization of 1,6-enynes into 1-vinylcyclopentenes was catalyzed by a cationic platinum complex under extremely mild conditions. The unusual rearrangement of the carbon skeleton, involving the cleavage of both the double and triple carbon-carbon bonds, was observed in certain cases and confirmed by 13C- and 2H-labeling experiments. Reaction mechanisms describing the rearrangement of carbocations are proposed.

AB - The skeletal reorganization of 1,6-enynes into 1-vinylcyclopentenes was catalyzed by a cationic platinum complex under extremely mild conditions. The unusual rearrangement of the carbon skeleton, involving the cleavage of both the double and triple carbon-carbon bonds, was observed in certain cases and confirmed by 13C- and 2H-labeling experiments. Reaction mechanisms describing the rearrangement of carbocations are proposed.

UR - http://www.scopus.com/inward/record.url?scp=0035921537&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035921537&partnerID=8YFLogxK

U2 - 10.1021/om010316v

DO - 10.1021/om010316v

M3 - Article

AN - SCOPUS:0035921537

VL - 20

SP - 3704

EP - 3709

JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 17

ER -