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Preparation and Characterization of Aluminum Alkoxides Coordinated on salen-Type Ligands: Highly Stereoselective Ring-Opening Polymerization of rac-Lactide

Chen, Hsiao-Li, Dutta, Saikat, Huang, Pei-Ying, Lin, Chu-Chieh·2012·Organometallics

Abstract

A series of salen-type ligands (L 1 H 2 –L 6 H 2 ) with sterically bulky cumyl groups have been synthesized. Reaction of these ligands with AlMe 3 yields the mononuclear aluminum complexes [LAlMe] ( 1 – 3 ) or dinuclear species [L 2 Al 2 Me 4 ] ( 4 – 6 ), respectively. Further reaction of [LAlMe] ( 1 – 3 ) with benzyl alcohol produces [LAl(OBn)] ( 1a – 3a ), respectively. Solid-state structural studies reveal that complexes 1a and 2a are mononuclear; however, complex 6 is a dinuclear species. Aluminum alkoxides 1a – 3a are highly stereoselective in the ROP of rac -lactide, producing polylactide (PLA) with 94–97% enantiomeric selectivity ( P m ) at high conversion. Their high enantioselectivity leads to PLA with high T m (205 °C). The polymerization of l -lactide by these complexes also shows good living features with narrow PDI values ( M w / M n = 1.06–1.25) signaling less or no transesterification, which can be further verified by MALDI-TOF mass spectrometric analysis.

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Metadata

Authors
Chen, H.-L., Dutta, S., Huang, P.-Y., & Lin, C.-C.
Venue
Organometallics
Published
2012-02-27
Volume
31
Issue
5
Pages
2016-2025
ISSN
  • 0276-7333 (ISSN-L)
  • 1520-6041
OpenAlex
W2314638203
Cited by
170
References
12
FWCI
10.58
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Preparation and Characterization of Aluminum Alkoxides Coordinated on salen-Type Ligands: Highly Stereoselective Ring-Opening Polymerization of rac-Lactide. https://app.cochat.ai/papers/10.1021/om201281w
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Chen, H.-L., Dutta, S., Huang, P.-Y., & Lin, C.-C. (2012). Preparation and Characterization of Aluminum Alkoxides Coordinated on salen-Type Ligands: Highly Stereoselective Ring-Opening Polymerization of rac-Lactide. Organometallics. https://doi.org/10.1021/om201281w

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