A Modular Approach to Arylazo-1,2,3-triazole Photoswitches

Autor: Jeremy R. Tuck, Robert J. Tombari, Noah Yardeny, David E. Olson
Rok vydání: 2021
Předmět:
Zdroj: Organic letters, vol 23, iss 11
Org Lett
ISSN: 1523-7052
1523-7060
Popis: Azoheteroarenes are an emerging class of photoswitchable compounds with unique photophysical properties and advantages over traditional azobenzenes. Therefore, methods to synthesize azoheteroarenes are highly desirable. Here, we utilize azide-alkyne click chemistry (AAC) to access arylazo-1,2,3-triazoles, a previously unexplored class of azoheteroarenes that exhibit high thermal stabilities and near quantitative bidirectional photoconversion. Controlling the catalyst or 1,3-dipole grants access to both regioisomeric arylazotriazoles as well as arylazoisoxazoles, highlighting the versatility of our approach.
Databáze: OpenAIRE