Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3’,2’-e]pyridines (BBZFPys)

Autor: Ryo Takishima, Yuji Nishii, Tomoaki Hinoue, Yoshitane Imai, Masahiro Miura
Jazyk: angličtina
Rok vydání: 2020
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 325-336 (2020)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.16.32
Popis: A series of optically active bisbenzofuro[2,3-b:3’,2’-e]pyridine (BBZFPy) derivatives was synthesized starting with the readily available (S)- and (R)-1,1’-bi-2-naphthols through a palladium-catalyzed multiple intramolecular C–H/C–H coupling as the key ring-closure step. The effect of terminal tert-butyl substituents on the BBZFPy skeleton was systematically investigated to uncover a unique aggregation-induced enhancement of CPL characteristics in the solid state. The crystal structures of the coupling products were also evaluated by single crystal X-ray analysis and the well-ordered intermolecular stacking arrangements appeared to be responsible for the enhanced CPL.
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