Visible light-mediated photolysis of organic molecules: the case study of diazo compounds

Author(s)

Gallo, Rafael D. C. ; Cariello, Guilherme ; Goulart, Tales A. C. ; Jurberg, Igor D.

• Document type: Journal article
• Source: CHEMICAL COMMUNICATIONS; v. 59, n. 48, p. 15-pg., 2023-05-11.

Abstract

Considering the recent rapid advancement of synthetic technologies promoted by visible light in the last 15 years, the use of photocatalysts has been rightfully justified based on the fact that organic molecules generally do not absorb visible light. However, an increasing number of different classes of organic molecules is being identified as actually directly absorbing in this region of the electromagnetic spectrum. Among them, diazo compounds are possibly one of these classes whose chemistry has been more explored so far. Indeed, irradiation of these compounds with visible light has been introduced as a mild photolytic strategy generally leading to free carbene intermediates. This strategy not only allows for a more cost-economical approach revealing similar outcomes to some previously reported thermal, metal-catalyzed transformations; but it can also eventually lead to different reactivities. Herein, we will present the contributions of our laboratory and of other groups to this research area, along with some important elements of design behind the development of selected reaction profiles, aiming to provide the reader with an overall view of the current state of the art. (AU)

• FAPESP's process: 22/01104-3 - Photochemistry with visible light aiming at the mild formation of carbenes and nitrenes as versatile intermediates for the functionalization of organic molecules
• Grantee: Igor Dias Jurberg
• Support Opportunities: Regular Research Grants
• FAPESP's process: 20/00144-6 - Structural proteomics: design, synthesis and application of new generation crosslinking agents
• Grantee: Rafael Douglas Clemente Gallo
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 22/01750-2 - Synthesis of guanidine derivatives exhibiting potential biological activities
• Grantee: Tales Antonio Camargo Goulart
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 19/17721-9 - The role of Chemistry in holobiont adaptation
• Grantee: Roberto Gomes de Souza Berlinck
• Support Opportunities: Research Projects - Thematic Grants