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双功能离子液体催化合成9,9-双(4-羟基苯基)芴

Synthesis of 9,9-bis(4-hydroxyphenyl) fluorene catalyzed by bifunctional ionic liquids.

作者信息

Wei Jialun, Yu Limei, Yan Lei, Bai Wei, Lu Xinxin, Gao Zhanxian

机构信息

School of Chemical Engineering, Dalian University of Technology Dalian Liaoning 116024 China.

State Key Lab of Fine Chemicals, Dalian University of Technology Dalian Liaoning 116024 China

出版信息

RSC Adv. 2021 Oct 4;11(52):32559-32564. doi: 10.1039/d1ra05967j.

DOI:10.1039/d1ra05967j
PMID:35493579
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9041788/
Abstract

Through structural design, a series of bifunctional ionic liquids (BFILs) containing sulfonic acid (-SOH) and sulfhydryl groups (-SH) were synthesized and characterized by NMR and MS. The acidity of these BFILs was measured by the Hammett acidity ( ) and the effective sulfhydryl molar content of BFILs was determined by Ellman's method. Moreover, BFIL's catalytic properties in the condensation reaction of 9-fluorenone and phenol were studied. BFIL catalyst 6c can achieve nearly 100% conversion of 9-fluorenone with a high selectivity of 9,9-bis(4-hydroxyphenyl) fluorene (95.2%).

摘要

通过结构设计,合成了一系列含有磺酸基(-SOH)和巯基(-SH)的双功能离子液体(BFILs),并通过核磁共振(NMR)和质谱(MS)对其进行了表征。这些BFILs的酸度通过哈米特酸度函数( )进行测定,其有效巯基摩尔含量通过埃尔曼法测定。此外,还研究了BFILs在9-芴酮与苯酚缩合反应中的催化性能。BFIL催化剂6c能够实现9-芴酮近100%的转化率,对9,9-双(4-羟基苯基)芴的选择性较高(95.2%)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/941659cac906/d1ra05967j-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/dcf7a6f8196d/d1ra05967j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/6aca10f52bee/d1ra05967j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/715fac74c843/d1ra05967j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/e7e9e2d9f258/d1ra05967j-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/f02ffd4a18db/d1ra05967j-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/9d32c8c95608/d1ra05967j-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/3e92f1f5c2e3/d1ra05967j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/941659cac906/d1ra05967j-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/dcf7a6f8196d/d1ra05967j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/6aca10f52bee/d1ra05967j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/715fac74c843/d1ra05967j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/e7e9e2d9f258/d1ra05967j-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/f02ffd4a18db/d1ra05967j-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/9d32c8c95608/d1ra05967j-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/3e92f1f5c2e3/d1ra05967j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6076/9041788/941659cac906/d1ra05967j-f5.jpg

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