Catechol pendant polystyrene for solid-phase synthesis

A catechol pendant polystyrene polymer was prepared from the Merrifield resin via a convenient procedure with high-density loading. Due to the high affinity binding between catechol and boronic acid, the polymer resin readily captures boronic acid compounds. The feasibility of using immobilized cate...

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Bibliographic Details
Published inTetrahedron letters Vol. 43; no. 36; pp. 6339 - 6342
Main Authors Yang, Wenqian, Gao, Xingming, Springsteen, Greg, Wang, Binghe
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 02.09.2002
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
BORONIC ACIDS
SUPPORT
BUILDING FLUORESCENT SENSORS
CAPTURE
AMIDATION CATALYST
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Summary:A catechol pendant polystyrene polymer was prepared from the Merrifield resin via a convenient procedure with high-density loading. Due to the high affinity binding between catechol and boronic acid, the polymer resin readily captures boronic acid compounds. The feasibility of using immobilized catechol to capture boronic acid products for purification and solid-phase transformation was demonstrated. Moreover, the immobilized catechol was also used for the preparation of resin-bound catecholborane, which can be used as a solid-phase amidation reagent. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)01370-9