Blue-Light Photocleavable Protecting Groups Based on Benzothiadiazole Scaffolds.


Journal

Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393

Informations de publication

Date de publication:
03 01 2020
Historique:
pubmed: 18 12 2019
medline: 18 12 2019
entrez: 18 12 2019
Statut: ppublish

Résumé

An unexpected nucleophilic aromatic substitution lead to a novel benzothiadiazole scaffold that bore the functional group pattern associated with benzyl-type photocleavable protecting groups. The new molecules display efficient photochemical release of leaving groups with blue light. The performance of both ortho- and meta-substituted derivatives was probed through both structural manipulation and computational metrics to improve performance.

Identifiants

pubmed: 31846343
doi: 10.1021/acs.orglett.9b04268
doi:

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

270-273

Auteurs

Sean Norris (S)

Department of Chemistry , Iowa State University , Ames , Iowa 50011 , United States.

Caroline C Warner (CC)

Department of Chemistry , Iowa State University , Ames , Iowa 50011 , United States.

Andrea M Thooft (AM)

Department of Chemistry , Iowa State University , Ames , Iowa 50011 , United States.

Selin K Demirci (SK)

Department of Chemistry , Iowa State University , Ames , Iowa 50011 , United States.

Bryan J Lampkin (BJ)

Department of Chemistry , Iowa State University , Ames , Iowa 50011 , United States.

Kyle Miner (K)

Department of Chemistry , Iowa State University , Ames , Iowa 50011 , United States.

Arkady Ellern (A)

Department of Chemistry , Iowa State University , Ames , Iowa 50011 , United States.

Brett VanVeller (B)

Department of Chemistry , Iowa State University , Ames , Iowa 50011 , United States.

Classifications MeSH