Rhodium‐Catalyzed Intermolecular Cycloaromatization Route to Cycloparaphenylenes that Exhibit Aggregation‐Induced Emission.

Autor: Wang, Li‐Hsiang, Nagashima, Yuki, Abekura, Masato, Uekusa, Hidehiro, Konishi, Gen‐ichi, Tanaka, Ken
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Zdroj: Chemistry - A European Journal; 4/12/2022, Vol. 28 Issue 21, p1-7, 7p
Abstrakt: A high‐yielding new route to substituted cycloparaphenylenes has been developed via reductive aromatization of a diyne bearing two cyclohexadiene units giving a cyclophenylene‐ethynylene (CPE) followed by the cationic rhodium(I)/dppe complex‐catalyzed intermolecular [2+2+2] cycloaddition (cycloaromatization) of the CPE with monoynes. The thus‐obtained products, substituted [8]cycloparaphenylene‐triphenylenes ([8]CPPTs), exhibited definite aggregation‐induced emission (AIE). This molecule is noteworthy as a novel AIE‐active cycloarylene that does not have well‐known AIE luminogens, such as tetraphenylethene and 1,2,4,5‐tetraphenylbenzene skeletons. The single‐crystal X‐ray diffraction analyses of the AIE‐active [8]CPPTs revealed their highly ordered packing structures in which the rotation of the triphenylene moieties is restricted. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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