Controllable Topological Transformations of 818 Molecular Metalla‐knots by Oxidation of Thiazole‐Based Ligands

Author:

Zhang Hai‐Ning1,Jin Guo‐Xin1ORCID

Affiliation:

1. Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials State Key Laboratory of Molecular Engineering of Polymers Department of Chemistry Fudan University 2005 Songhu Rd 200438 Shanghai P. R. China

Abstract

AbstractBy exploiting coordination‐driven self‐assembly, high yields of two 818 molecular metalla‐knots could be obtained using a thiazole‐moiety‐containing asymmetric dipyridyl ligand 2‐(pyridin‐4‐yl)‐5‐(pyridin‐4‐ylethynyl)benzo[d]thiazole (L1), as confirmed using X‐ray crystallographic analysis, electrospray ionization‐time‐of‐flight/mass spectrometry (ESI‐TOF/MS), and detailed liquid‐state nuclear magnetic resonance (NMR) spectroscopy. To modulate the self‐assembled structures, m‐chloroperbenzoic acid (m‐CPBA) was utilized to oxidize thiazole‐based ligand L1 to N‐thiazole‐oxide‐based ligand 2‐(pyridin‐4‐yl)‐5‐(pyridin‐4‐ylethynyl)benzo[d]thiazole 3‐oxide (L2), which enabled the selective construction of the corresponding tetranuclear macrocycles. Notably, two molecular metalla‐knots could be topologically transformed from 818 knots to simple monocycles because the L1 alkyne bond was inert toward m‐CPBA, as confirmed by liquid‐state NMR spectroscopy, ESI‐TOF/MS, and elemental analysis.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Medicine

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