Photohomolysis and Photoheterolysis in Aryl Sulfonates and Aryl Phosphates. Issue 20 (5th March 2021)

• Record Type: Journal Article
• Authors: Bonesi, Sergio; Protti, Stefano; Fagnoni, Maurizio
• Is Part Of: Chemistry. Volume 27:Issue 20(2021)
• Page Start: 6315
• Page End: 6323
• Publication Date: 2021-03-05
• Subjects: aryl phosphates -- aryl sulfonates -- photoheterolysis -- photohomolysis -- time-resolved spectroscopy; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202005426
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: The photochemical behaviour of selected aryl sulfonates and phosphates (ArOX) in polar and nonpolar media has been investigated by laser flash photolysis (LFP) experiments. Two main pathways have been identified, namely the photohomolysis of the ArO−X bond or the photoheterolysis of the Ar−OX bond depending on the nature of the leaving group (OX) and on the nature of the substituents on the aromatic ring. In nonpolar solvents the esters are quite photostable due to an efficient triplet deactivation. In polar solvents, the homolytic fragmentation of the ArO−S bond from the exited singlets was found in aryl sulfonates bearing moderately electron‐donating groups as well as electron‐withdrawing groups. In electron‐rich aryl phosphates and sulfonates photoheterolysis of the Ar−OP/Ar−OS bond took place as the exclusive pathway. Abstract : The photochemical behaviour of selected aryl sulfonates and phosphates (ArOX) in polar and nonpolar media has been investigated by laser flash photolysis (LFP) experiments. Two main pathways have been identified, namely the photohomolysis of the ArO−X bond or the photoheterolysis of the Ar−OX bond depending on the nature of the leaving group (OX) and on the nature of the substituents on the aromatic ring.