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Takase K, Noguchi K, Nakano K. Circularly Polarized Luminescence from Chiral Spiro Molecules: Synthesis and Optical Properties of 10,10'-Spirobi(indeno[1,2-b][1]benzothiophene) Derivatives. Org Lett. 2017;19(19):5082-5085doi: 10.1021/acs.orglett.7b02337.
Takase, K., Noguchi, K., & Nakano, K. (2017). Circularly Polarized Luminescence from Chiral Spiro Molecules: Synthesis and Optical Properties of 10,10'-Spirobi(indeno[1,2-b][1]benzothiophene) Derivatives. Organic letters, 19(19), 5082-5085. https://doi.org/10.1021/acs.orglett.7b02337
Takase, Ko, et al. "Circularly Polarized Luminescence from Chiral Spiro Molecules: Synthesis and Optical Properties of 10,10'-Spirobi(indeno[1,2-b][1]benzothiophene) Derivatives." Organic letters vol. 19,19 (2017): 5082-5085. doi: https://doi.org/10.1021/acs.orglett.7b02337
Takase K, Noguchi K, Nakano K. Circularly Polarized Luminescence from Chiral Spiro Molecules: Synthesis and Optical Properties of 10,10'-Spirobi(indeno[1,2-b][1]benzothiophene) Derivatives. Org Lett. 2017 Oct 06;19(19):5082-5085. doi: 10.1021/acs.orglett.7b02337. Epub 2017 Sep 19. PMID: 28926271.
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Org Lett. 2017 Oct 06;19(19):5082-5085. doi: 10.1021/acs.orglett.7b02337. Epub 2017 Sep 19.

Circularly Polarized Luminescence from Chiral Spiro Molecules: Synthesis and Optical Properties of 10,10'-Spirobi(indeno[1,2-b][1]benzothiophene) Derivatives.

Organic letters

Ko Takase, Keiichi Noguchi, Koji Nakano

Affiliations

  1. Department of Organic and Polymer Materials Chemistry, and ‡Instrumentation Analysis Center, Tokyo University of Agriculture and Technology , 2-24-16 Naka-cho, Koganei, Tokyo 184-8588, Japan.

PMID: 28926271 DOI: 10.1021/acs.orglett.7b02337

Abstract

Chiral spiro polycyclic aromatic compounds with thiophene and/or thiophene S,S-dioxide units were synthesized as a new family of circularly polarized luminescence (CPL) materials. Oxidation of the thiophene unit to its S,S-dioxide provided significant changes in photophysical properties such as much higher fluorescence quantum yield and positive solvatochromism in photoluminescence spectra. Density functional theory calculations qualitatively demonstrated the observed absorption properties. The prepared chiral spiro compounds exhibit intense CPL signals with a relatively large dissymmetry factor for small organic molecules.

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