✦ LIBER ✦

Oxidation of Aryl- and Diarylcyclopropanes in a Pentasil Zeolite: Ring Opening with Deprotonation or Net Hydrogen Migration

✍ Scribed by Torsten Herbertz; Prasad Sreeramachandra Lakkaraju; Florian Blume; Matthias Blume; Heinz Dieter Roth

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 305 KB
Volume: 2000
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(200002)2000:3<467::aid-ejoc467>3.0.co;2-b

No coin nor oath required. For personal study only.

✦ Synopsis

Incorporation of trans-1,2-diphenylcyclopropane (1) and its 3,3-D2-isotopomer into the channels of a redox-active pentasil zeolite (Na-ZSM-5) resulted in the formation of exo,exo-1,3-diphenylallyl radical (2 • ) and its 2-D1 isotopomer, respectively. This conversion requires oxidation, ring opening, and deprotonation, in an unspecified sequence. The allyl radical 2 • is also formed upon incorporation of trans-1,3-diphenylpropene (3). A