Synthesis and Isolation of a Homochiral Nanohoop Composed of a Tröger's Base and Hexaparaphenylene

Author:

Yoshigoe Yusuke1ORCID,Shimada Hirotaka1,Takaki Takuya2,Imai Yoshitane2ORCID,Saito Shinich1ORCID

Affiliation:

1. Department of Chemistry Faculty of Science Tokyo University of Science 1–3 Kagurazaka Shinjuku-ku Tokyo 162-8601 Japan

2. Graduate School of Science and Engineering Kindai University 3-4-1 Kowakae Higashiosaka Osaka 577-8502 Japan

Abstract

AbstractThe synthesis of a new nanohoop containing a stereogenic Tröger's base skeleton tethered to a curved hexaparaphenylene ([6]CPP) is reported. The TB[6]CPP nanohoop possesses a stable C2 symmetrical structure, which promotes the allowed transition that gives rise to pale blue emission with a quantum yield of ~0.69, surpassing the value of the more symmetrical [8]CPP. Moreover, TB[6]CPP shows chiroptical properties including circular dichroism and circularly polarized luminescence with a moderate dissymmetry factor (|glum|) of ~2.1×10−3

Funder

Japan Society for the Promotion of Science

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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