5,10-DIMETHYL[13]ANNULENONE - THE FIRST MONOCYCLIC ANNULENONE LARGER THAN TROPONE

Authors
HIGUCHI H HIRAIWA N KONDO S OJIMA J YAMAMOTO G
Citation
H. Higuchi et al., 5,10-DIMETHYL[13]ANNULENONE - THE FIRST MONOCYCLIC ANNULENONE LARGER THAN TROPONE, Tetrahedron letters, 37(15), 1996, pp. 2601-2604
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
15
Year of publication
1996
Pages
2601 - 2604
Database
ISI
SICI code
0040-4039(1996)37:15<2601:5-TFMA>2.0.ZU;2-N
Abstract
5,10-Dimethyl[13]annulenone, the first monocyclic annulenone larger th an tropone, was synthesized by catalytic partial hydrogenation of 5,10 -dimethylbisdehydro[13]annulenone. The H-1 NMR data indicate that the compound is completely atropic. Molecular mechanics studies suggest th e nonplanarity of the ring and thus the lack of peripheral conjugation . Copyright (C) 1996 Elsevier Science Ltd