COMPETITION BETWEEN TUNNEL-EFFECTS AND VISCOSITY-EFFECTS ON BIMOLECULAR HYDROGEN-TRANSFER REACTION

Authors
KENSY U GRELLMANN KH GONZALEZ MM
Citation
U. Kensy et al., COMPETITION BETWEEN TUNNEL-EFFECTS AND VISCOSITY-EFFECTS ON BIMOLECULAR HYDROGEN-TRANSFER REACTION, Pure and applied chemistry, 65(8), 1993, pp. 1625-1628
Citations number
5
Categorie Soggetti
Chemistry
Journal title
Pure and applied chemistry → ACNP
ISSN journal
00334545
Volume
65
Issue
8
Year of publication
1993
Pages
1625 - 1628
Database
ISI
SICI code
0033-4545(1993)65:8<1625:CBTAVO>2.0.ZU;2-W
Abstract
The photocyclization of a methylsubstituted diphenylamine results in t he formation of a transient zwitterionic dihydrocarbazole. The transie nt converts into a stable dihydrocarbazole by an intramolecular, sigma tropic hydrogen shift and by an intermolecular hydrogen exchange react ion. The rates of both reactions are governed by hydrogen tunnel effec ts. The intermolecular hydrogen exchange is the first example for a bi molecular reaction where tunnel effects have been observed. The role o f solvent viscosity is discussed.