Cyclodextrin-mediated regioselective photo-Fries reaction of 1-naphthyl phenyl acylates

✍ Scribed by Smriti Koodanjeri; Ajit R Pradhan; Lakshmi S Kaanumalle; V Ramamurthy

• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 143 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)00422-2

✦ Synopsis

1-Naphthyl phenyl acylates upon irradiation in solution yield eight products via b-cleavage process. However, excitation of these molecules as included in g-cyclodextrin results in a single product (>95%). This medium dependent product selectivity is attributed to conformational and translational restrictions enforced on the reactant as well as intermediates by the cyclodextrin cavity.