Unique Reactivity of Triazolyl Diazoacetates under Photochemical Conditions.
| Autor: | Wosińska-Hrydczuk M; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland., Yaghoobi Anzabi M; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland., Przeździecki J; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.; Department of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland., Danylyuk O; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland., Chaładaj W; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland., Gryko D; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. |
|---|---|
| Jazyk: | angličtina |
| Zdroj: | ACS organic & inorganic Au [ACS Org Inorg Au] 2024 Jun 12; Vol. 4 (4), pp. 418-423. Date of Electronic Publication: 2024 Jun 12 (Print Publication: 2024). |
| DOI: | 10.1021/acsorginorgau.4c00019 |
| Abstrakt: | Under light irradiation, aryldiazo acetates can generate either singlet or triplet carbenes depending on the reaction conditions, but heteroaryl diazo compounds have remained underexplored in this context. Herein, we found that triazolyl diazoacetates exhibit higher reactivity than their aryl counterparts. They even react with dichloromethane (DCM), a common, inert solvent, for photoreactions involving diazo reagents, giving halogenated products. Theoretical studies show that all reactions involve carbenes but progress via different pathways depending on the solvent used. Competing Interests: The authors declare no competing financial interest. (© 2024 The Authors. Published by American Chemical Society.) |
| Databáze: | MEDLINE |
| Externí odkaz: |
|