Synthesis of Imidazole-Based [30]Heptaphyrin and Stable Figure-Eight [60]Tetradecaphyrins via [5 + 2] Condensations in One Pot

Chengming Li; Zhenmei Huang; Yanmei Hu; Wenbo Liang; Rongchuan Su; Mao Chen; Linsen Zhou; Di Wu; Ge Gao; Jingsong You

doi:10.1021/acs.orglett.1c01156

Synthesis of Imidazole-Based [30]Heptaphyrin and Stable Figure-Eight [60]Tetradecaphyrins via [5 + 2] Condensations in One Pot

Org Lett. 2021 May 7;23(9):3746-3750. doi: 10.1021/acs.orglett.1c01156. Epub 2021 Apr 22.

Authors

Chengming Li^{1

2}, Zhenmei Huang¹, Yanmei Hu¹, Wenbo Liang¹, Rongchuan Su¹, Mao Chen², Linsen Zhou³, Di Wu¹, Ge Gao¹, Jingsong You¹

Affiliations

¹ Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, Sichuan 610064, PR China.
² Department of Cardiology, Laboratory of Heart Valve Disease, West China Hospital, Sichuan University, 37 Guoxue Road, Chengdu, Sichuan 610041, PR China.
³ State Key Laboratory of Rare Earth Resource Utilization, Institute of Materials, Chinese Academy of Engineering Physics, Jiangyou, Sichuan 621908, PR China.

PMID: 33884872
DOI: 10.1021/acs.orglett.1c01156

Abstract

Derived from a Pd-catalyzed oxidative C-H/C-H coupling reaction, two giant imidazole-based [60]tetradecaphyrins adopting stable figure-eight geometry together with one [30]heptaphyrin are obtained by [5 + 2] MacDonald condensations in one pot. The directional imidazole is believed to play a vital role for the diverse cyclization and conformation stabilization.

Publication types

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