Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids

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• 作者：Mohammed Ikbal^a ; Avijit Jana^a ; N.D. Pradeep Singh ; ^a ; ^{ndpradeep@chem.iitkgp.ernet.in"" rel=""nofollow} ; Rakesh Banerjee^a ; Dibakar Dhara ; ^a ; ^{dibakar@chem.iitkgp.ernet.in"" rel=""nofollow}
• 关键词：N-Acyl-N-phenylhydroxylamine ; Photoacid generator ; Homolytic cleavage ; Carboxylic acid ; Sulfonic acid
• 刊名：Tetrahedron
• 出版年：2011
• 出版时间：20 May 2011
• 年：2011
• 卷：67
• 期：20
• 页码：3733-3742
• 全文大小：1003 K

文摘

Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (≥254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N-phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids.