Co-trimerization of benzonitriles with guanidine hydrochloride: synthesis of 2-bromo-4,6-diaryl-1,3,5-triazine derivatives bearing electron-withdrawing groups

Author:

Chitose Youhei12,Tamura Yuika1,Tsuchiya Youichi1,Adachi Chihaya13

Affiliation:

1. Center for Organic Photonics and Electronics Research (OPERA) and Department of Applied Chemistry, Kyushu University , 744 Motooka, Nishi, Fukuoka 819-0395 , Japan

2. Department of Applied Chemistry, Graduate School of Engineering, Center for Molecular Systems (CMS), Kyushu University , 744 Motooka, Nishi, Fukuoka 819-0395 , Japan

3. International Institute for Carbon Neutral Energy Research (WPI-I2CNER), Kyushu University , 744 Motooka, Nishi, Fukuoka 819-0395 , Japan

Abstract

Abstract In recent decades, various types of aryl-substituted 1,3,5-triazine derivatives have been applied in many research fields, including biomedical chemistry, non-linear optics, and organic electronics. However, the substituent scope for 4,6-diaryl-1,3,5-triazines (DAr-TRZs) remains limited. Here, we present our work on the synthesis of 2-amino- and 2-bromo-DAr-TRZ derivatives bearing electron-withdrawing groups on the aryl rings. Our synthetic methods successfully provided trifluoromethyl-, nitrile-, and nitro-substituted DAr-TRZs. These will expand the structural diversity of conventional triazine-based functional materials.

Funder

Kyushu University Q-PIT Support Program for Young Researchers and Doctoral Students, Tokuyama Science Foundation, JSPS KAKENHI

Publisher

Oxford University Press (OUP)

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