Hydrogen-Bonding Organocatalysis Enabled Photocatalytic Intramolecular [2+2]-Cycloaddition Reaction

Perulli, Stefania ; Desai, Om ; Ardevines, Sandra (Universidad de Zaragoza) ; Uygur, Mustafa ; Delgado-Hernández, Samuel ; García Mancheño, Olga

Resumen: The combination of organocatalytic activation and photocatalysis for enabling the intramolecular [2+2]‐cycloaddition of enone‐ene substrates bearing one Lewis base binding site is reported. While in a variety of solvents a poor conversion or no reaction takes place in the absence of a hydrogen bonding catalyst, the corresponding ring‐fused cyclobutane products could be built in moderate to good yields using a synergistic dual iridium‐urea co‐catalytic system. Control and mechanistic studies supported the postulated interaction between the organocatalyst and the substrate, which proved essential for an efficient energy transfer from the photosensitizer.

Idioma: Inglés

DOI: 10.1002/adsc.202301217

Año: 2024

Publicado en: Advanced Synthesis and Catalysis 366, 4 (2024), 751-756
ISSN: 1615-4150

Factor impacto JCR: 4.0 (2024)

Categ. JCR: CHEMISTRY, ORGANIC rank: 8 / 57 = 0.14 (2024) - Q1 - T1
Categ. JCR: CHEMISTRY, APPLIED rank: 22 / 76 = 0.289 (2024) - Q2 - T1

Factor impacto CITESCORE: 8.0 - Organic Chemistry (Q1) - Catalysis (Q2)

Factor impacto SCIMAGO: 0.93 - Organic Chemistry (Q1) - Catalysis (Q2)

Tipo y forma: Comunicación congreso (Versión definitiva)

Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)