Synthesis of Optically Active [3.3](3,9)Carbazolophane Derivatives and Their Chiroptical Properties

Author:

Tani Keita1,Ueno Kako1,Masaki Miyuki E1,Taneda Masatsugu1,Hori Kazushige1,Kubono Koji1,Goto Kenta2,Tani Fumito2,Kashiwagi Yukiyasu3,Harada Takunori4

Affiliation:

1. Division of Natural Science, Osaka Kyoiku University, Asahigaoka, Kashiwara, Osaka 582-8582 , Japan

2. Institute for Materials Chemistry and Engineering, Kyushu University, Motooka, Nishi-ku, Fukuoka 819-0395 , Japan

3. Osaka Research Institute of Industrial Science and Technology, 1-6-50 Morinomiya, Joto-ku, Osaka 536-8553 , Japan

4. Department of Integrated Science and Technology, Faculty of Science and Technology, Oita University, 700 Dannoharu, Oita 870-1192 , Japan

Abstract

Abstract Cyclization reaction between carbazole-dibromide and chiral primary amine affords optically active partially overlapped and fully overlapped carbazolophanes, which are separated by standard experimental procedures. Chiroptical properties of carbazolophane derivatives have been investigated by circular dichroism and circularly polarized luminescence spectra. Luminescence dissymmetry factor (|glum|) values of partially overlapped carbazolophanes are 9 × 10−3, which are as large as small organic molecules.

Publisher

Oxford University Press (OUP)

Subject

General Chemistry

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