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Updated: Aug 16, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Chiral interactions in azobenzene dimers: a combined experimental and theoretical study
Anna Painelli1, Francesca Terenziani, Luigi Angiolini
1Dipartimento di Chimica GIAF and INSTM UdR-Parma, Università di Parma viale delle Scienze 17/a, 43100 Parma, Italy. anna.painelli@unipr.it
Abstract:
To investigate interchromophore interactions in azobenzene polymers, we have undertaken a thorough spectroscopic analysis of the azodye [(S)-3-pivaloyloxy-1-(4'-nitro-4-azobenzene)pyrrolidine] by modeling the repeating unit of poly[(S)-3-methacryloyloxy-1-(4'-nitro-4-azobenzene)pyrrolidine) and its dimeric derivative whose synthesis is presented here. The analysis of the electronic and Raman spectra of the azodye in several solvents is based on a previously proposed model for polar chromophores in solution. Electronic and CD spectra of the dimeric unit are collected and analyzed within the framework of a new model. On the basis of the information collected from the spectroscopic analysis of the solvated dye, this model accounts for interchromophore interactions in the dimer. The large CD signal measured for the dimer (amounting to about a third of the signal measured for the polymer) suggests the presence of important chiral interactions in the dimeric unit, and is modeled in terms of a right-handed relative orientation of the two chromophores.
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