Azacalix[3]triazines: A Substructure of Triazine-Based Graphitic Carbon Nitride Featuring Anion-π Interactions

Hao Gong; Cheng Zhang; Takuya Ogaki; Hiroyuki Inuzuka; Daisuke Hashizume; Daigo Miyajima

doi:10.1002/anie.202104467

Azacalix[3]triazines: A Substructure of Triazine-Based Graphitic Carbon Nitride Featuring Anion-π Interactions

Angew Chem Int Ed Engl. 2021 Jul 19;60(30):16377-16381. doi: 10.1002/anie.202104467. Epub 2021 Jun 15.

Authors

Hao Gong^{1

2}, Cheng Zhang³, Takuya Ogaki⁴, Hiroyuki Inuzuka¹, Daisuke Hashizume¹, Daigo Miyajima¹

Affiliations

¹ RIKEN Center for Emergent Matter Science, 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan.
² Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan.
³ Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China.
⁴ Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka, 599-8531, Japan.

PMID: 33955147
DOI: 10.1002/anie.202104467

Abstract

Graphitic carbon nitride (GCN) has garnered broad research interest due to its unique catalytic properties. However, GCN, prepared by general methods, possesses myriad structural defects and it has been difficult to elucidate their intrinsic physical properties. We report the development of azacalix[3]triazines (AC3Ts), a substructure of triazine-based GCN (Tz-GCN). Despite the electron-deficient natures of triazine, AC3Ts capture protons as organic superbases. We reveal the unique anion-π interactions of AC3Ts that alters the ionization potentials of AC3Ts. To the best of our knowledge, these features have not yet been recognized for Tz-GCN. These unveiled features of AC3Ts are expected to expand the usage scope and possibilities for GCNs.

Keywords: anion-π interactions; azacalix[3]triazine; graphitic carbon nitride; superbases.

Publication types

Research Support, Non-U.S. Gov't