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Issue 27, 2015
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Synthesis of cyclic polyesters: effects of alkoxy side chains in salicylaldiminato tin(ii) complexes

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Abstract

A new class of salicylaldiminato tin(II) catalysts having different alkoxy side chains has been developed. The ligands were modified to have different lengths and flexibilities such as –(CH2)2– (2a), –(CH2)3– (2b), –(ortho-C6H4)CH2– (2c) and –(CH2)2–O–(CH2)2– (2d). Complexes 2a, b were characterized crystallographically revealing a more constrained environment around the metal in complex 2a. These catalysts are active for the solvent-free polymerization of L-lactide and ε-caprolactone. Complex 2a having a shorter side chain was shown to better promote intramolecular transesterification affording cyclic polylactides and cyclic poly(ε-caprolactone). Complexes 2b and 2d having longer side chains produced cyclic poly(ε-caprolactone) as a major product but failed to give cyclic polylactides.

Graphical abstract: Synthesis of cyclic polyesters: effects of alkoxy side chains in salicylaldiminato tin(ii) complexes

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Article information


Submitted
12 Jan 2015
Accepted
25 Feb 2015
First published
26 Feb 2015

Dalton Trans., 2015,44, 12357-12364
Article type
Paper

Synthesis of cyclic polyesters: effects of alkoxy side chains in salicylaldiminato tin(II) complexes

P. Wongmahasirikun, P. Prom-on, P. Sangtrirutnugul, P. Kongsaeree and K. Phomphrai, Dalton Trans., 2015, 44, 12357
DOI: 10.1039/C5DT00139K

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