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Updated: Jul 20, 2026

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
Synthesis, multiphase characterization, and helicity control in chiral DACH-linked oligothiophenes
Manuela Melucci1, Giovanna Barbarella, Massimo Gazzano
1Istituto per la Sintesi Organica e la Fotoreattività (ISOF), Consiglio Nazionale Ricerche, Via Gobetti 101, 40129 Bologna, Italy. mmelucci@isof.cnr.it
Abstract:
A new class of chiral oligothiophenes is described. Mono-, bi-, ter-, and quarterthiophenes have been linked to enantiopure trans-1,2-cyclohexanediamine (DACH) via diamino or diimino moieties. The stereochemistry of DACH, the type of linker, and oligothiophene size determine the conformational flexibility of these molecules and consequently their molecular and supramolecular helicity in solution and in the solid state. The case of diaminobis(bithiophene), which inverts helicity and shows chiral amplification in the transition from solution to film, is described in detail. Based on the combined use of circular dichroism in solution and in the solid state, single-crystal/thin-film X-ray diffraction, and polarized optical microscopy, a working mechanism has been proposed to explain this unexpected behavior.
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