Chinese Journal of Applied Chemistry ›› 2023, Vol. 40 ›› Issue (5): 743-748.DOI: 10.19894/j.issn.1000-0518.220398

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Donor-Acceptor Type Chiral Tetracoordinate Organoboranes and Their Optical Properties

Yue YANG1, Shi-Wen HUANG1, Yue TONG1, Ze-Da CHEN1, Ben-Hua MA1(), Chuan-Dong DOU1,2()   

  1. 1.State Key Laboratory of Supramolecular Structure and Materials,College of Chemistry,Jinlin University,Changchun 130022,China
    2.Jiangsu Engineering Laboratory of Novel Functional Polymeric Materials,Soochow University,Suzhou 215123,China
  • Received:2022-12-12 Accepted:2023-03-07 Published:2023-05-01 Online:2023-05-26
  • Contact: Ben-Hua MA,Chuan-Dong DOU
  • About
  • Supported by:
    Jilin Scientific and Technological Development Program(20220101054JC);the National Natural Science Foundation of China(22175074)


Circularly polarized luminescence (CPL) organic molecules, an important class of chiral optical materials, have received great attention in the fields of organic optics and organic electronics. In this study, we simultaneously incorporate chiral binaphthyl moieties into and construct donor-acceptor electronic structures of double B←N bridged bipyridine. We synthesize a series of chiral tetracoordinate organoborane molecules with donor-acceptor electronic structures. While the molecules containing the diphenylamine and carbazole units exhibit conventional aggregation-caused quenching emission phenomenon, the compound bearing with the 9,9-dimethyl-9,10-dihydroacridine group has unique aggregation-induced emission property. More importantly, incorporation of two axially chiral binaphthyl moieties makes them possess intriguing chiral optical properties, as proved by circular dichroism and CPL measurements. The luminescence dissymmetric factors of their CPL properties are exceeding 1×10-3.

Key words: Organoborane, Donor-acceptor structure, Chiral, Circularly polarized luminescence, Aggregation-induced emission

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