Addition of a Terminal Phosphinidene Complex to Cyclohexadienes

Jui Te Hung; Koop Lammertsma

doi:10.1021/jo00059a034

Addition of a Terminal Phosphinidene Complex to Cyclohexadienes

Jui Te Hung, Koop Lammertsma

University of Alabama at Birmingham

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

29 Citations (Scopus)

Abstract

The reaction of the terminal phosphinidene complex PhPW(CO)₅ with cyclohexene, 1,4-cyclohexadienes, and 1,3-cyclohexadiene was investigated. In all cases a mixture of syn- and anti-phosphiranes is obtained. The syn-vinylphosphirane resulting from reaction with 1,3-cyclohexadiene rearranges at 110 °C to a phospholene, whereas the anti-isomer decomposes. The formation of syn- and anti-phosphiranes is discussed in terms of kinetic versus thermodynamic control.

Original language	English
Pages (from-to)	1800-1803
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	58
Issue number	7
DOIs	https://doi.org/10.1021/jo00059a034
Publication status	Published - 1993
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1021/jo00059a034

Cite this

@article{b22b0ea4d3454285b4c76a9554ad6581,

title = "Addition of a Terminal Phosphinidene Complex to Cyclohexadienes",

abstract = "The reaction of the terminal phosphinidene complex PhPW(CO)5 with cyclohexene, 1,4-cyclohexadienes, and 1,3-cyclohexadiene was investigated. In all cases a mixture of syn- and anti-phosphiranes is obtained. The syn-vinylphosphirane resulting from reaction with 1,3-cyclohexadiene rearranges at 110 °C to a phospholene, whereas the anti-isomer decomposes. The formation of syn- and anti-phosphiranes is discussed in terms of kinetic versus thermodynamic control.",

author = "Hung, \{Jui Te\} and Koop Lammertsma",

year = "1993",

doi = "10.1021/jo00059a034",

language = "English",

volume = "58",

pages = "1800--1803",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Addition of a Terminal Phosphinidene Complex to Cyclohexadienes

AU - Hung, Jui Te

AU - Lammertsma, Koop

PY - 1993

Y1 - 1993

N2 - The reaction of the terminal phosphinidene complex PhPW(CO)5 with cyclohexene, 1,4-cyclohexadienes, and 1,3-cyclohexadiene was investigated. In all cases a mixture of syn- and anti-phosphiranes is obtained. The syn-vinylphosphirane resulting from reaction with 1,3-cyclohexadiene rearranges at 110 °C to a phospholene, whereas the anti-isomer decomposes. The formation of syn- and anti-phosphiranes is discussed in terms of kinetic versus thermodynamic control.

AB - The reaction of the terminal phosphinidene complex PhPW(CO)5 with cyclohexene, 1,4-cyclohexadienes, and 1,3-cyclohexadiene was investigated. In all cases a mixture of syn- and anti-phosphiranes is obtained. The syn-vinylphosphirane resulting from reaction with 1,3-cyclohexadiene rearranges at 110 °C to a phospholene, whereas the anti-isomer decomposes. The formation of syn- and anti-phosphiranes is discussed in terms of kinetic versus thermodynamic control.

UR - https://www.scopus.com/pages/publications/0000017689

U2 - 10.1021/jo00059a034

DO - 10.1021/jo00059a034

M3 - Article

AN - SCOPUS:0000017689

SN - 0022-3263

VL - 58

SP - 1800

EP - 1803

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 7

ER -

Addition of a Terminal Phosphinidene Complex to Cyclohexadienes

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this