Effects of the Chalcogenide Identity in

O-ATRP chalcogens organocatalysis photocatalysis photooxidation polymerization

Journal

ChemCatChem
ISSN: 1867-3880
Titre abrégé: ChemCatChem
Pays: Germany
ID NLM: 101520610

Informations de publication

Date de publication:
07 Sep 2022
Historique:
received: 08 04 2022
revised: 06 06 2022
entrez: 17 10 2022
pubmed: 18 10 2022
medline: 18 10 2022
Statut: ppublish

Résumé

Phenochalcogenazines such as phenoxazines and phenothiazines have been widely employed as photoredox catalysts (PCs) in small molecule and polymer synthesis. However, the effect of the chalcogenide in these catalysts has not been fully investigated. In this work, a series of four phenochalcogenazines is synthesized to understand how the chalcogenide impacts catalyst properties and performance. Increasing the size of the chalcogenide is found to distort the PC structure, ultimately impacting the properties of each PC. For example, larger chalcogenides destabilize the PC radical cation, possibly resulting in catalyst degradation. In addition, PCs with larger chalcogenides experience increased reorganization during electron transfer, leading to slower electron transfer. Ultimately, catalyst performance is evaluated in organocatalyzed atom transfer radical polymerization and a photooxidation reaction for C(sp

Identifiants

pubmed: 36245968
doi: 10.1002/cctc.202200485
pii: CCTC202200485
pmc: PMC9541587
doi:

Types de publication

Journal Article

Langues

eng

Pagination

e202200485

Subventions

Organisme : NIGMS NIH HHS
ID : R35 GM144356
Pays : United States

Informations de copyright

© 2022 The Authors. ChemCatChem published by Wiley-VCH GmbH.

Déclaration de conflit d'intérêts

The authors declare no conflict of interest.

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Auteurs

Daniel A Corbin (DA)

Department of Chemistry Colorado State University 200 W. Lake St. Fort Collins Colorado 80523 United States.

Christopher Cremer (C)

Institute of Organic Chemistry RWTH Aachen University Landoltweg 1 52074 Aachen Germany.

Katherine O Puffer (KO)

Department of Chemistry Colorado State University 200 W. Lake St. Fort Collins Colorado 80523 United States.

Brian S Newell (BS)

Analytical Resources Core, Materials and Molecular Analysis Center Colorado State University 200 W. Lake St. Fort Collins Colorado 80523 United States.

Frederic W Patureau (FW)

Institute of Organic Chemistry RWTH Aachen University Landoltweg 1 52074 Aachen Germany.

Garret M Miyake (GM)

Department of Chemistry Colorado State University 200 W. Lake St. Fort Collins Colorado 80523 United States.

Classifications MeSH