A highly stereoselective and recyclable microgel-supported bifunctional sulfonamide organocatalyst for asymmetric alcoholysis of meso-cyclic anhydrides: a thermo-responsive "organic nanoreactor". (23rd June 2022)

• Record Type: Journal Article
• Authors: Xiong, Fei; Ma, Chao; Zhu, Yi-Ren; Sun, Chen; Chen, Lu; Zhang, Yan-Jun; Zhu, Yuan-Jie; Wang, Zhong-Hua
• Is Part Of: New journal of chemistry. Volume 46:Number 27(2022)
• Page Start: 13269
• Page End: 13274
• Publication Date: 2022-06-23
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d2nj01914k
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : We developed a novel thermo-responsive microgel catalyst based on readily available (1 S, 2 S )-2-amino-1-( p -nitrophenyl)propane-1, 3-diol and applied it in the field of asymmetric alcoholysis of cyclic meso -anhydrides. Abstract : A novel thermosensitive bifunctional sulfonamide microgel catalyst was synthesized by immobilization on a highly cross-linked three-dimensional network structure through covalent interactions. The microgel-supported organocatalyst has been successfully applied to catalyze the asymmetric alcoholysis reaction in high yields and good stereoselectivity (up to 90% ee). Furthermore, the polymeric catalysts could be recovered easily and reused multiple times (5 runs) without apparent loss of catalytic activity and enantioselectivity.