6,6′-Bis-substituted BINOL boronic acids as enantioselective and chemoselective fluorescent chemosensors for d-sorbitol |
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| Authors: | Xiaofen Liang Jianzhang Zhao |
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| Institution: | a State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012, PR China
b Department of Chemistry, University of Bath, Bath BA2 7AY, UK |
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| Abstract: | A new chiral fluorescent BINOL boronic acid 1 has been synthesized. The chiral recognition properties of 1 are drastically different from BINOL boronic acid c. Sensor 1 shows improved enantioselectivity as well as chemoselectivity toward sugar alcohols, such as d-sorbitol and d-mannitol.The enantioselectivity of sensor 1 toward d-sorbitol (KR/KS) is 1:35 (pH 9.0), and the chemoselectivity for d-sorbitol/d-mannitol is 20:1. |
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| Keywords: | BINOL boronic acid Chiral recognition Enantioselective sensors Sugar alcohols |
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