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Reaction Route and Mechanism of the Direct N-Alkylation of Sulfonamides on Acidic Mesoporous Zeolite beta-Catalyst

文献类型：期刊论文

作者Tang, Tiandi2; Zheng, Anmin1; Yi, Xianfeng1; Li, Guangchao1; Fang, Zhongxue2; Chen, Qun2; Zhang, Lei2; Bai, Enhui2; Shen, Runsheng2; Fu, Wenqian2
刊名ACS CATALYSIS
出版日期2018-10-01
卷号8期号:10页码:9043-9055
ISSN号2155-5435
关键词mesoporous zeolite beta strong acidity N-alkylation reaction route reaction mechanism
DOI10.1021/acscatal.8b02030
英文摘要Development of highly active heterogeneous catalysts with strong acidity and mesoporous structure is a highly attractive strategy for organic synthesis. In this study, a mesoporous zeolite beta (HBeta-M) with bulky particle size and strong acidity was synthesized and used in the direct N-alkylation of sulfonamides with alcohols. The strongly acidic HBeta-M had a higher intrinsic activity with initial turnover frequency of 11 X 10(-2) s(-1) than those of H-form mordenite nanosheets (3.3 X 10(-2) s(-1)) and montmorillonite (4.0 x 10(-2) s(-1)) catalysts. The experiment and characterization results demonstrate that there are two parallel reaction routes on the acidic catalysts. One route is the reaction of benzhydrol with p-toluenesulfonamide (route I). Another route is the reaction of dibenzhydryl ether, arising from route I, with p-toluenesulfonamide (route II), which is found in this work. The reaction rate of route I (13 X 10(-3) mol kg(-1) s(-1)) was higher than that of route II (9.8 X 10(-3) mol kg(-1) s(-1)) on HBeta-M, but route II predominantly contributed to the formation of the target product with high selectivity. Hereby, a complete reaction mechanism is proposed in this work.
WOS关键词GAS-PHASE ; ALCOHOLS ; AMINES ; HYDROGENATION ; SUBSTITUTION ; EFFICIENT ; MONTMORILLONITE ; AMIDATION ; SECONDARY ; ALDEHYDES
资助项目National Natural Science Foundation of China[U1463203] ; National Natural Science Foundation of China[21776022] ; National Natural Science Foundation of China[21676030] ; National Natural Science Foundation of China[U1662139] ; National Natural Science Foundation of China[21473244] ; National Natural Science Foundation of China[21522310]
WOS研究方向Chemistry
语种英语
出版者AMER CHEMICAL SOC
WOS记录号WOS:000447224100009
资助机构National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China
源URL[http://ir.wipm.ac.cn/handle/112942/13318]  
专题中国科学院武汉物理与数学研究所
通讯作者Tang, Tiandi; Zheng, Anmin; Chen, Qun
作者单位1.Chinese Acad Sci, State Key Lab Magnet Resonance & Atom & Mol Phys, Key Lab Magnet Resonance Biol Syst, Natl Ctr Magnet Resonance Wuhan,Wuhan Inst Phys &, Wuhan 430071, Hubei, Peoples R China
2.Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Sch Petrochem Engn, Changzhou 213164, Jiangsu, Peoples R China
推荐引用方式
GB/T 7714		 Tang, Tiandi,Zheng, Anmin,Yi, Xianfeng,et al. Reaction Route and Mechanism of the Direct N-Alkylation of Sulfonamides on Acidic Mesoporous Zeolite beta-Catalyst[J]. ACS CATALYSIS,2018,8(10):9043-9055.
APA Tang, Tiandi.,Zheng, Anmin.,Yi, Xianfeng.,Li, Guangchao.,Fang, Zhongxue.,...&Fu, Wenqian.(2018).Reaction Route and Mechanism of the Direct N-Alkylation of Sulfonamides on Acidic Mesoporous Zeolite beta-Catalyst.ACS CATALYSIS,8(10),9043-9055.
MLA Tang, Tiandi,et al."Reaction Route and Mechanism of the Direct N-Alkylation of Sulfonamides on Acidic Mesoporous Zeolite beta-Catalyst".ACS CATALYSIS 8.10(2018):9043-9055.

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来源：武汉物理与数学研究所

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