title: Chiral recognition in diaziridine clusters and the problem of racemization waves.
abstract: Theoretical calculations (B3LYP/6-31+G**) of chiral clusters of diaziridines have been carried out. Five configurations of chiral and nonchiral clusters with up to eight monomers have been considered. The proton transfer within the neutral and protonated clusters has been studied as a possible source of racemization waves. The optical rotatory power (ORP) has been calculated for the neutral and protonated homochiral clusters. The results show that the clusters with alternated chiral molecules are the preferred ones and that the proton transfer proceeds with low energetic barriers in the protonated systems. The ORP results are very dependent on the shape of the clusters and the neutral or protonated state of them.
authors.affiliation: Instituto de Quimica Médica (C.S.I.C), Juan de la Cierva, 3, 28006-Madrid, Spain. ibon@iqm.csic.es
authors.forename: Ibon
authors.initials: I
authors.lastname: Alkorta
authors.forename: Jose
authors.initials: J
authors.lastname: Elguero
authors.forename: Krzysztof
authors.initials: K
authors.lastname: Zborowski
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D008956:Models, Chemical; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D001388:Aziridines