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Construction and Photoluminescent Properties of Schiff-Base Macrocyclic Mono-/Di-/Trinuclear Zn II Complexes with the Common 2-Ethylthiophene Pendant Arm

Construction and Photoluminescent Properties of Schiff-Base Macrocyclic Mono-/Di-/Trinuclear Zn II Complexes with the Common 2-Ethylthiophene Pendant Arm

Fei-Fan Chang, Wen-Qi Li, Fan-Da Feng, Wei Huang

Inorg Chem. 2019 Jun 17;58(12):7812-7821.

PMID: 31185551

Abstract:

A new flexible 2-ethylthiophene pendant-armed dialdehyde (H2tdd) was reacted with 1,3-propanediamine, [( S, S),( R, R),(±)]-1,2-diaminocyclohexane, and 1,2-bis(2-aminoethoxy)ethane, giving birth to 36-membered [2 + 2] Schiff-base macrocyclic trinuclear ZnII complex 1, 18-membered [1 + 1] mononuclear ZnII macrocycles 2-4, chiral/racemic 34-membered [2 + 2] dinuclear ZnII complexes 5-9, and 46-membered [2 + 2] dinuclear ZnII macrocycles 10-12 via ZnII ion template-assisted Schiff-base condensation. It is worth mentioning that the secondary template effects for nitrate and halide counterions have been observed in the 1,3-propanediamine involved imine condensation. In all [2 + 2] ZnII macrocycles, dinuclear complexes 5-9 display a full-folded molecular conformation, while trinuclear complex 1 and dinuclear complexes 10-12 exhibit distinct half-folded structures in the presence or absence of intramolecular π-π stacking interactions between two phenolic rings of the dialdehyde component. Interestingly, a solvent-induced single-crystal-to-single-crystal transformation was first achieved for two types of solvated mononuclear macrocycles 3a and 3b (H2O vs CH3CN) with folded and unfolded ligand conformations. In addition, the photoluminescent properties were studied for this family of Schiff-base macrocyclic ZnII complexes as well as the dialdehyde precursor H2tdd.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP872559	2-Ethylthiophene		872-55-9	Price

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