Timothy J. Prior
Tin Complexes Derived from the Acids Ph<inf>2</inf>C(X)CO<inf>2</inf>H (X = OH, NH<inf>2</inf>): Structure and ROP Capability
Prior, Timothy J.; Redshaw, Carl
Abstract
Interaction of [Sn(OtBu)4] with the acid 2,2′-diphenylgylcine, Ph2C(X)CO2H (X = NH2), affords the complex {Sn[Ph2C(NH2)(CO2)]4}·2MeCN (1·2MeCN) after work-up, whereas when X = OH (benzilic acid), the complex {Sn[Ph2C(O)(CO2)]2(CH3CO2H)2} (2) is isolated. In 1·2MeCN, the four 2,2′-diphenylglycinate ligands adopt three different coordination modes (two N,O-chelates, an O,O-chelate, and a monodentate carboxylate ligand), whilst in 2, two cis-O,O-chelate ligands are present along with two acetic acid ligands, the latter being derived from hydrolysis of acetonitrile. Both 1 and 2 have been screened as catalysts for the ring opening polymerization of ε-caprolactone and δ-valerolactone; for comparison, the commercial catalyst [Sn(Oct)2], where Oct = 2-ethylhexanoate, and the precursor [Sn(OtBu)4] have been screened under similar conditions. The products were of low to high molecular weight for PCL and low to moderate molecular weight for PVL, with wide Ð values, and they comprised several types of polymer families, including OH-terminated, OH/OMe-terminated, and cyclic polymers. For both monomers, kinetic profiles indicated that [Sn(Oct)2] outperformed 1, 2, and [Sn(OtBu)4], though under certain conditions, 1 and 2 afforded high-molecular weight products with better control.
Citation
Prior, T. J., & Redshaw, C. (2025). Tin Complexes Derived from the Acids Ph2C(X)CO2H (X = OH, NH2): Structure and ROP Capability. Catalysts, 15(3), Article 261. https://doi.org/10.3390/catal15030261
Journal Article Type | Article |
---|---|
Acceptance Date | Mar 7, 2025 |
Online Publication Date | Mar 9, 2025 |
Publication Date | Mar 1, 2025 |
Deposit Date | Apr 21, 2025 |
Publicly Available Date | Apr 22, 2025 |
Journal | Catalysts |
Electronic ISSN | 2073-4344 |
Publisher | MDPI |
Peer Reviewed | Peer Reviewed |
Volume | 15 |
Issue | 3 |
Article Number | 261 |
DOI | https://doi.org/10.3390/catal15030261 |
Keywords | Tin complexes; Ph2C-functionalized carboxylic acids; Solid-state structures; Ring opening polymerization (ROP); Cyclic esters |
Public URL | https://hull-repository.worktribe.com/output/5129085 |
Files
Published article
(6.1 Mb)
PDF
Publisher Licence URL
http://creativecommons.org/licenses/by/4.0
Copyright Statement
© 2025 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
You might also like
Co/Mn-based 2D coordination polymers: synthesis, structure and ring opening polymerization
(2023)
Journal Article