Electron transfer photochemistry of bridged allylcyclopropane systems: novel substitution products via deprotonation

Authors
Zhou, DH Chou, JL Roth, HD
Citation
Dh. Zhou et al., Electron transfer photochemistry of bridged allylcyclopropane systems: novel substitution products via deprotonation, J PHYS ORG, 12(12), 1999, pp. 867-874
Citations number
54
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
ISSN journal
08943230 → ACNP
Volume
12
Issue
12
Year of publication
1999
Pages
867 - 874
Database
ISI
SICI code
0894-3230(199912)12:12<867:ETPOBA>2.0.ZU;2-A
Abstract
The electron transfer photochemistry of three rigid, bridged allylcycloprop ane systems 3-carene (1), tricyclo[4.3.1.0(1.6)]dec-3-ene (2) and tricyclo[ 4.4.1.0(1.6)]undeca-3,8-diene (3), is shown to take an unprecedented course : the major products are novel 'substitution' products, in which a hydrogen at an allylic carbon (C-2) Of the substrate has been replaced by the p-cya nophenyl group. Copyright (C) 1999 John Wiley & Sons, Ltd.