Nickel-Catalyzed ,-Diarylation of 8-Aminoquinoline with Large Steric Aryl Bromides and Fluorescence of Products.

Org Lett

State Key laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Shenzhen Research Institute, Hunan University, Changsha 410082, P. R. China.

Published: April 2021

A simple and efficient methodology for the synthesis of large sterically hindered triarylamines in a single step was developed. A direct ,-diarylation of 8-aminoquinoline with sterically hindered bromides, making use of inexpensive nickel as a catalyst and simple sodium salt as a base, gives the products in good to excellent yields. Various bromides and substituted 8-aminoquinolines are tolerated. Preliminary fluorescence results indicate that these sterically hindered and conjugated triarylamines may have some potential in material chemistry.

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http://dx.doi.org/10.1021/acs.orglett.1c00463DOI Listing

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