An unusual cobalt-mediated cleavage of a hindered alkyne

Naoto Hayashi; Douglas M. Ho; Robert A. Pascal

doi:10.1016/S0040-4039(00)00667-5

An unusual cobalt-mediated cleavage of a hindered alkyne

Naoto Hayashi, Douglas M. Ho, Robert A. Pascal

Program of Chemistry

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

25 Scopus citations

Abstract

When 1-(pentaphenylphenyl)-2-phenylacetylene (1) is heated with (η⁵- cyclopentadienyl)dicarbonylcobalt, 1,2,3,4-tetraphenylfluorene (3) and related minor products are formed rather than the expected tetraarylcyclobutadiene. The formation of 3 requires that a seven-carbon fragment (formally a phenylcarbyne) must be lost. Two minor products, however, result from intramolecular cyclization of the alkyne and these two retain all of the carbons from the starting material.

Original language	English
Pages (from-to)	4261-4264
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	22
DOIs	https://doi.org/10.1016/S0040-4039(00)00667-5
State	Published - 2000/06/08

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "An unusual cobalt-mediated cleavage of a hindered alkyne",

abstract = "When 1-(pentaphenylphenyl)-2-phenylacetylene (1) is heated with (η5- cyclopentadienyl)dicarbonylcobalt, 1,2,3,4-tetraphenylfluorene (3) and related minor products are formed rather than the expected tetraarylcyclobutadiene. The formation of 3 requires that a seven-carbon fragment (formally a phenylcarbyne) must be lost. Two minor products, however, result from intramolecular cyclization of the alkyne and these two retain all of the carbons from the starting material.",

author = "Naoto Hayashi and Ho, {Douglas M.} and Pascal, {Robert A.}",

note = "Funding Information: This work was supported by NSF Grant CHE-9707958 which is gratefully acknowledged. We thank S. C. Lee for helpful discussions. ",

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doi = "10.1016/S0040-4039(00)00667-5",

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T1 - An unusual cobalt-mediated cleavage of a hindered alkyne

AU - Hayashi, Naoto

AU - Ho, Douglas M.

AU - Pascal, Robert A.

N1 - Funding Information: This work was supported by NSF Grant CHE-9707958 which is gratefully acknowledged. We thank S. C. Lee for helpful discussions.

PY - 2000/6/8

Y1 - 2000/6/8

N2 - When 1-(pentaphenylphenyl)-2-phenylacetylene (1) is heated with (η5- cyclopentadienyl)dicarbonylcobalt, 1,2,3,4-tetraphenylfluorene (3) and related minor products are formed rather than the expected tetraarylcyclobutadiene. The formation of 3 requires that a seven-carbon fragment (formally a phenylcarbyne) must be lost. Two minor products, however, result from intramolecular cyclization of the alkyne and these two retain all of the carbons from the starting material.

AB - When 1-(pentaphenylphenyl)-2-phenylacetylene (1) is heated with (η5- cyclopentadienyl)dicarbonylcobalt, 1,2,3,4-tetraphenylfluorene (3) and related minor products are formed rather than the expected tetraarylcyclobutadiene. The formation of 3 requires that a seven-carbon fragment (formally a phenylcarbyne) must be lost. Two minor products, however, result from intramolecular cyclization of the alkyne and these two retain all of the carbons from the starting material.

UR - http://www.scopus.com/inward/record.url?scp=0034622059&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)00667-5

DO - 10.1016/S0040-4039(00)00667-5

M3 - 学術論文

AN - SCOPUS:0034622059

SN - 0040-4039

VL - 41

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EP - 4264

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 22

ER -

An unusual cobalt-mediated cleavage of a hindered alkyne

Abstract

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