Tetra- and Octapyrroles Synthesized from Confusion and Fusion Approaches

Jiahui Kong; Qiong Zhang; Mathew Savage; Minzhi Li; Xin Li; Sihai Yang; Xu Liang; Weihua Zhu; Hans Ågren; Yongshu Xie

doi:10.1021/acs.orglett.6b02495

Tetra- and Octapyrroles Synthesized from Confusion and Fusion Approaches

Org Lett. 2016 Oct 7;18(19):5046-5049. doi: 10.1021/acs.orglett.6b02495. Epub 2016 Sep 22.

Authors

Jiahui Kong¹, Qiong Zhang², Mathew Savage³, Minzhi Li⁴, Xin Li⁵, Sihai Yang³, Xu Liang⁴, Weihua Zhu⁴, Hans Ågren⁵, Yongshu Xie¹

Affiliations

¹ Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology , Shanghai 200237, China.
² School of Physical Science and Technology, ShanghaiTech University , Shanghai 200031, China.
³ School of Chemistry, University of Manchester , Manchester, M13 9PL, U.K.
⁴ School of Chemistry & Chemical Engineering, Jiangsu University , Zhenjiang 212013, China.
⁵ Department of Theoretical Chemistry and Biology, School of Biotechnology, KTH Royal Institute of Technology , Stockholm SE-10691, Sweden.

PMID: 27676364
DOI: 10.1021/acs.orglett.6b02495

Abstract

By oxidation of an alternately N-confused bilane in CH₂Cl₂, a C-N fused tetrapyrrin was synthesized that bears a 5.5.5-tricyclic ring generated from an intramolecular C-N linkage. When CH₃CN was used as the reaction medium, a multiply C-N-fused octapyrrolic dimer was also obtained that contained two 5.5.5.7.5-pentacyclic moieties and a bipyrrole unit generated from the intramolecular C-N linkage and intermolecular C-C linkage, respectively. This could be coordinated with Ni(acac)₂ to afford a mixed-ligand complex.

Publication types

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