Cobalt-Mediated Synthesis of Angular [4]Phenylene: Structural Characterization of a Metallacyclopentadiene(Alkyne) Intermediate and Its Thermal and Photochemical Conversion

Peter I. Dosa; Glenn D. Whitener; K. Peter C. Vollhardt; Andrew D. Bond; Simon J. Teat

doi:10.1021/ol025956o

Cobalt-Mediated Synthesis of Angular [4]Phenylene: Structural Characterization of a Metallacyclopentadiene(Alkyne) Intermediate and Its Thermal and Photochemical Conversion

Peter I. Dosa
, Glenn D. Whitener
, K. Peter C. Vollhardt
, Andrew D. Bond
, Simon J. Teat

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

68 Scopus citations

Abstract

(Matrix Presented) The first X-ray crystal structure of a mononuclear metallacyclopentadiene(alkyne) complex has been obtained. This type of metallacycle is believed to be the key intermediate in the cobalt-mediated [2 + 2 + 2]cycloaddition of alkynes. Thermal treatment leads to the generation of angular [4]phenylene, the X-ray structural details of which are described. Under photochemical conditions, the cobaltacycle isomerizes to a highly strained (cyclobutadieno)dibenzocyclooctatrienyne complex.

Original language	English (US)
Pages (from-to)	2075-2078
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	12
DOIs	https://doi.org/10.1021/ol025956o
State	Published - Jun 13 2002
Externally published	Yes

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Cobalt-Mediated Synthesis of Angular [4]Phenylene: Structural Characterization of a Metallacyclopentadiene(Alkyne) Intermediate and Its Thermal and Photochemical Conversion. / Dosa, Peter I.; Whitener, Glenn D.; Vollhardt, K. Peter C. et al.
In: Organic Letters, Vol. 4, No. 12, 13.06.2002, p. 2075-2078.

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

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abstract = "(Matrix Presented) The first X-ray crystal structure of a mononuclear metallacyclopentadiene(alkyne) complex has been obtained. This type of metallacycle is believed to be the key intermediate in the cobalt-mediated [2 + 2 + 2]cycloaddition of alkynes. Thermal treatment leads to the generation of angular [4]phenylene, the X-ray structural details of which are described. Under photochemical conditions, the cobaltacycle isomerizes to a highly strained (cyclobutadieno)dibenzocyclooctatrienyne complex.",

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year = "2002",

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doi = "10.1021/ol025956o",

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T2 - Structural Characterization of a Metallacyclopentadiene(Alkyne) Intermediate and Its Thermal and Photochemical Conversion

AU - Dosa, Peter I.

AU - Whitener, Glenn D.

AU - Vollhardt, K. Peter C.

AU - Bond, Andrew D.

AU - Teat, Simon J.

PY - 2002/6/13

Y1 - 2002/6/13

N2 - (Matrix Presented) The first X-ray crystal structure of a mononuclear metallacyclopentadiene(alkyne) complex has been obtained. This type of metallacycle is believed to be the key intermediate in the cobalt-mediated [2 + 2 + 2]cycloaddition of alkynes. Thermal treatment leads to the generation of angular [4]phenylene, the X-ray structural details of which are described. Under photochemical conditions, the cobaltacycle isomerizes to a highly strained (cyclobutadieno)dibenzocyclooctatrienyne complex.

AB - (Matrix Presented) The first X-ray crystal structure of a mononuclear metallacyclopentadiene(alkyne) complex has been obtained. This type of metallacycle is believed to be the key intermediate in the cobalt-mediated [2 + 2 + 2]cycloaddition of alkynes. Thermal treatment leads to the generation of angular [4]phenylene, the X-ray structural details of which are described. Under photochemical conditions, the cobaltacycle isomerizes to a highly strained (cyclobutadieno)dibenzocyclooctatrienyne complex.

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ER -

Cobalt-Mediated Synthesis of Angular [4]Phenylene: Structural Characterization of a Metallacyclopentadiene(Alkyne) Intermediate and Its Thermal and Photochemical Conversion

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