Issue 11, 2024

A salicylaldiminate/Pd(trifluoroacetate)2 [SalAld/Pd(tfa)2] initiating system for C1 polymerization of diazoacetate: generation of an active initiator from ordinary reagents with facile procedures

Abstract

Salicylaldiminate (SalAld)-ligated Pd complexes were generated by the reaction of SalAld with Pd(tfa)2 in THF, and their initiating ability for C1 polymerization of diazoacetate was investigated. When a mixture of a series of SalAlds and Pd(tfa)2 ([SalAld]/[Pd(tfa)2] = 2 : 1–4 : 1) was employed for the polymerization of ethyl diazoacetate (EDA), polyEDA’ with a high number-average molar mass (Mn,SEC = 20000–35 000) was obtained in moderate yield; the polymer yield became highest (50%) when the polymerization was conducted with a [SalAld]/[Pd(tfa)2] ratio of 4 : 1 at 50 °C for 13 h. NMR analyses indicated that polyEDA’ had a syndiotactic-rich main chain stereo-structure. These results demonstrate that the SalAld/Pd(tfa)2 system is a new effective initiating system for the C1 polymerization of diazoacetate, which can be generated from a combination of ordinary reagents with facile procedures.

Graphical abstract: A salicylaldiminate/Pd(trifluoroacetate)2 [SalAld/Pd(tfa)2] initiating system for C1 polymerization of diazoacetate: generation of an active initiator from ordinary reagents with facile procedures

Supplementary files

Article information

Article type
Paper
Submitted
29 Dec 2023
Accepted
06 Feb 2024
First published
08 Feb 2024
This article is Open Access
Creative Commons BY-NC license

Polym. Chem., 2024,15, 1077-1084

A salicylaldiminate/Pd(trifluoroacetate)2 [SalAld/Pd(tfa)2] initiating system for C1 polymerization of diazoacetate: generation of an active initiator from ordinary reagents with facile procedures

H. Shimomoto, T. Izumoto, K. Yamashita, T. Itoh and E. Ihara, Polym. Chem., 2024, 15, 1077 DOI: 10.1039/D3PY01426F

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