A molecular orbital study of phenylcarbene and diphenylcarbene

Journal Article · Fri Nov 10 04:00:00 EST 1989 · Journal of Organic Chemistry; (USA)

DOI:https://doi.org/10.1021/jo00284a020· OSTI ID:7196985

Dannenberg, J J; Vinson, L K ^[1]; Moreno, M; Bertran, J ^[2]

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1. City Univ. of New York, NY (USA)
2. Universitad Autonoma de Barcelona (Spain)

The potential surfaces of diphenylcarbene and phenylcarbene, in singlet and triplet states, have been studied by using the AM1 molecular orbital method. The triplet was found to be the ground state in both cases. The energy difference between the triplet and singlet surfaces is calculated to be somewhat higher than that required by a mechanism for reaction of triplet I with methanol via a thermally populated singlet state. The electron affinity of I was calculated to be quite large (43.2 kcal/mol), suggesting the possibility of a mechanism involving electron transfer from methanol to I. The characteristics of suberanyl and suberenyl carbenes were calculated for comparison.

• OSTI ID: 7196985
• Journal Information: Journal of Organic Chemistry; (USA), Journal Name: Journal of Organic Chemistry; (USA) Vol. 54:23; ISSN JOCEA; ISSN 0022-3263
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400200* -- Inorganic
Organic
& Physical Chemistry
CALCULATION METHODS
CARBENES
DATA ANALYSIS
ENERGY LEVELS
EXCITED STATES
MATHEMATICAL MODELS
MOLECULAR ORBITAL METHOD
POTENTIALS
RADICALS
SURFACE POTENTIAL