Geometrical isomerism in divalent-carbon intermediates

Heinz D. Roth; Richard S. Hutton

doi:10.1016/S0040-4020(01)96397-5

Geometrical isomerism in divalent-carbon intermediates

Heinz D. Roth, Richard S. Hutton

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

29 Scopus citations

Abstract

Three classes of monosubstituted carbenes (aryl-, vinyl-, carbonyl-) and one class of disubstituted carbenes (dicarbonyl-), all of them ground state triplets, can exist in more than one rotameric form with distinct zero field splitting parameters. Representative examples of these carbenes are discussed and selected aspects of triplet carbenes are evaluated, including their π spin density distribution, intramolecular H-abstraction, and cis-trans isomerization. Lastly, the structures assigned to two triplets generated by photolysis of dibenzoyldiazomethane are re-evaluated.

Original language	English (US)
Pages (from-to)	1567-1578
Number of pages	12
Journal	Tetrahedron
Volume	41
Issue number	8
DOIs	https://doi.org/10.1016/S0040-4020(01)96397-5
State	Published - 1985
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(01)96397-5

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year = "1985",

doi = "10.1016/S0040-4020(01)96397-5",

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AU - Hutton, Richard S.

PY - 1985

Y1 - 1985

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AB - Three classes of monosubstituted carbenes (aryl-, vinyl-, carbonyl-) and one class of disubstituted carbenes (dicarbonyl-), all of them ground state triplets, can exist in more than one rotameric form with distinct zero field splitting parameters. Representative examples of these carbenes are discussed and selected aspects of triplet carbenes are evaluated, including their π spin density distribution, intramolecular H-abstraction, and cis-trans isomerization. Lastly, the structures assigned to two triplets generated by photolysis of dibenzoyldiazomethane are re-evaluated.

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EP - 1578

JO - Tetrahedron

JF - Tetrahedron

IS - 8

ER -

Geometrical isomerism in divalent-carbon intermediates

Abstract

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