MIGRATION OF REDUNDANT ETHYNYL SUBSTITUENTS ALONG POLYCYCLIC AROMATICHYDROCARBON PERIPHERIES - CONSEQUENCES FOR POLYCYCLIC AROMATIC HYDROCARBON BUILD UP

Citation
M. Sarobe et al., MIGRATION OF REDUNDANT ETHYNYL SUBSTITUENTS ALONG POLYCYCLIC AROMATICHYDROCARBON PERIPHERIES - CONSEQUENCES FOR POLYCYCLIC AROMATIC HYDROCARBON BUILD UP, Tetrahedron letters, 38(41), 1997, pp. 7255-7258
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
41
Year of publication
1997
Pages
7255 - 7258
Database
ISI
SICI code
0040-4039(1997)38:41<7255:MORESA>2.0.ZU;2-G
Abstract
The formation of cyclopenta[cd]pyrene (5) and benzo[ghi]fluoranthene ( 6) upon FVT of 3,9-bisethynylphenanthrene (1) and 8-ethynylfluoranthen e (2), respectively, suggests that redundant ethynyl substituents, whi ch cannot give five- and/or six-membered ring formation via ethynyl et hylidene carbene equilibration followed by carbene C-H insertion, can migrate along the PAH periphery at high temperatures. (C) 1997 Elsevie r Science Ltd.