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Improvement in Aluminum Complexes Bearing Schiff Base in Ring-Opening Polymerization of ε-Caprolactone: The Synergy of N,S-Schiff Base in a Five-Membered Ring Aluminum System

Abstract

A series of five-membered ring aluminum complexes bearing thiol-Schiff base ligands were synthesized, and their application for the ring-opening polymerization of ε-caprolactone (CL) was investigated. The complexes exhibited dramatically higher catalytic activity than the six-membered ring S2AlMe2 complex (approximately 4– to 10–fold higher) and the five-membered ring L5-PhAlMe2 complex (approximately 7– to 19–fold higher). Moreover, a shorter induction period was observed when the five-membered ring aluminum complexes bearing thiol-Schiff base ligands were used compared with the other types of aluminum complexes bearing Schiff base ligands. The electron-withdrawing groups enhanced the catalytic activity of the Al complexes compared with the electron donating groups. The thio-Schiff base ligand and the five-membered ring aluminum catalysis had a synergistic effect that was stronger than the combination of their individual effects.

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Publication details

The article was received on 10 Aug 2018, accepted on 03 Oct 2018 and first published on 04 Oct 2018


Article type: Paper
DOI: 10.1039/C8DT03285H
Citation: Dalton Trans., 2018, Accepted Manuscript
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    Improvement in Aluminum Complexes Bearing Schiff Base in Ring-Opening Polymerization of ε-Caprolactone: The Synergy of N,S-Schiff Base in a Five-Membered Ring Aluminum System

    T. Huang, R. Su, Y. Lin, H. Lai, C. Yang, G. C. Senadi, Y. Lai, M. Y. Chiang and H. Chen, Dalton Trans., 2018, Accepted Manuscript , DOI: 10.1039/C8DT03285H

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