Synthesis 2020; 52(22): 3452-3460
DOI: 10.1055/s-0040-1707341
paper
© Georg Thieme Verlag Stuttgart · New York

Functionalization of Bipyrenol: Potential Precursors for Advanced Chiral Molecules

Umme Aiman Liza
,
Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University, 1-1 Minami-Osawa, Hachi-Oji, Tokyo 192-0397, Japan   Email: sugiura@porphyrin.jp
› Author Affiliations
This work was supported in part by the Cooperative Research Program ‘Network Joint Research Center for Materials and Devices: Dynamic Alliance for Open Innovation Bridging Human, Environment and Materials’ (Grant Number JPMXS0422300120) and the Priority Research Program sponsored by the Asian Human Resources Fund of Tokyo Metropolitan Government.
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Publication History

Received: 13 May 2020

Accepted after revision: 29 June 2020

Publication Date:
30 July 2020 (online)


Abstract

Considering the widespread interest in the chiroptical properties of materials, especially circularly polarized luminescence (CPL), the functionalization of bipyrenol (BPy) was carried out aiming at future advanced chiral materials (ACMs) in which BPy shows a high quantum yield and clear CPL spectra. To create ACMs using BPy units that contain nucleophilic substituents, amine and thiol were selected as the functional group and attached to BPy by means of alkyl linkages. The obtained thiol and amine derivatives are stable under ambient conditions. To demonstrate the potential of these molecules, photoinduced electron-transfer systems were synthesized.

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