Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based Systems

The feasibility of intramolecular [2+2]- and [6+2]- or [6+6]-photocycloaddition reactions in tetracyclo[7.2.1.04,11.06,10]dodecadienes and mono- or bis-benzoanellated systems as well as the stability of the respective photoisomers are discussed on the basis of structural and calculated thermochemic...

Full description

Saved in:
Bibliographic Details
Main Authors: Bulusu A.R.C. Murty, Paul R. Spurr, Rolf Pinkos, Clemens Grund, Wolf-Dieter Fessner, Dieter Hunkeler, Hans Fritz, Wolfgang R. Roth, Horst Prinzbach
Format: Article
Language:deu
Published: Swiss Chemical Society 1987-02-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9772
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The feasibility of intramolecular [2+2]- and [6+2]- or [6+6]-photocycloaddition reactions in tetracyclo[7.2.1.04,11.06,10]dodecadienes and mono- or bis-benzoanellated systems as well as the stability of the respective photoisomers are discussed on the basis of structural and calculated thermochemical data. Sensitized excitation of conformationally modified dienes of type B-1 (see Scheme 1) yields, uniformly, the stable [2+2]-adducts. [6+2]-additions in benzo-enes B-2 are observed upon direct excitation and on account of their thermal lability, the photoproducts were only characterized indirectly. At temperatures down to —75°C, no [6+6]-adduct formation has been observed in B-3 face-to-face dibenzo substrates.
ISSN:0009-4293
2673-2424