Abstract: MATH/CHEM/COMP 2002, Dubrovnik, June 24-29, 2002

Chiral Allenes: Theoretical VCD and IR Spectra

Joanna E. Rode¹ and Jan Cz. Dobrowolski^1,2

¹Industrial Chemistry Research Institute 8 Rydygiera Street, 01-793 Warsaw, Poland

²Drug Institute, 30-34, Chełmska Street, 00-725 Warsaw, Poland

Chirality of asymmetrically substituted allenes was predicted by van't Hoff as early as in 1875.  First allene derivatives were prepared in 1887 by Burton and Pechmann, however, the structure was confirmed univocally not till mid 1950s. Allene chirality form a separate
class different from that produced by asymmetric carbon atom, hexahelicene helicality, or topological chirality of knots and links. Vibrational circular dichroism (VCD) technique has been developed since mid 1970s and it was shown to be a powerful method especially in identification and analysis of compounds of biological and pharmaceutical interest. In this paper we study the calculated B3PW91/aug-cc-pVTZ VCD and IR spectra of chiral substituted allenes, where one of the substituents is halogen atom. We discuss the halogen influence on the VCD and IR spectra.