N,O-Chelated Organoboron Complexes with Seven-Membered Rings.

Abstract

Organoboron complexes have gained considerable attention owing to their versatile chemical structures and excellent optical properties. Nevertheless, stable seven-membered organoboron complexes have rarely been reported because of their challenging synthesis. Herein, seven-membered N,O-boron-chelated dyes, whose photophysical properties have been thoroughly studied via spectroscopic tests and theoretical calculations, were synthesized from commercially available materials via a facile method. Single-crystal X-ray diffraction studies provided evidence of their seven-membered ring N,O-boron-chelated skeleton. These complexes produced singlet oxygen species under laser irradiation, endowing them with potential application as a photosensitizer to treat superficial tumors (B16 cells). Our study provided a new skeleton to construct versatile organoboron compounds and offered a strategy to design heavy-atom-free photosensitizers.

• Authors: Jie Yang, Lizhi Gai, Xiaoyang Chen, Yanfei Liu, Shengmei Wu, Jiao Feng, Xinbing Sui, Hua Lu
• Journal: The Journal of organic chemistry (J Org Chem) Vol. 87 Issue 12 Pg. 7712-7719 (06 17 2022) ISSN: 1520-6904 [Electronic] United States
• PMID: 35675709 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Boron Compounds
• Photosensitizing Agents
• Singlet Oxygen
• Boron

Topics

• Boron
• Boron Compounds (chemistry)
• Crystallography, X-Ray
• Photosensitizing Agents
• Singlet Oxygen