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Note | Regular issue | Vol 45, No. 10, 1997, pp.2033-2039
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7891
Regioisomers in the Photodimerization of Acridizinium Bromide

Christoph Lehnberger, Dieter Scheller, and Thomas Wolff*

*Technische Universitat Dresden, Institut fur Physikalischce Chemie und Elektrochemie, Mommsenstr. 13, D-01062 Dresden, Germany

Abstract

Products of the photodimerization of acridizinium bromide (1) were analyzed by means of 1H NMR spectroscopy. Upon irradiation in solution and in the solid state four distinct isomeric photodimers were identified, two of which may exist in enantiomeric forms which could not be distinguished. Solubilization of 1 in anionic micellar solutions affected the regioselectivity of the photodimerization: as compared to a homogeneous aqueous solution the yield of dimers exhibiting higher dipole moments was enriched in the reaction mixture.