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一种新的催化喹啉选择性加氢的高效催化剂

巩玉同，王勇∗

浙江大学化学系，杭州市，310028

*Email: chemwy@

1,2,3,4-四氢喹啉是药物、农用化学品和染料合成的重要中间体。已报导的制备四氢喹啉的方法有喹啉加氢、环化反应、贝克曼重排等[1, 2]。由于原料易得和原子经济性高，喹啉直接氢化受到广泛青睐(Scheme.1)。本文介绍一种有序介孔氮化碳负载的纳米Pd 催化剂(Pd@ompg-C 3N 4)，在温和条件下催化喹啉选择性氢化制备1,2,3,4-四氢喹啉。

论文系统地研究了不同载体负载Pd 催化剂对喹啉氢化的作用差异及温度、溶剂等条件的影响。比较了活性炭(AC)、无序介孔氮化碳(mpg-C 3N 4)[3]、不同比表面积的有序介孔氮化碳(ompg-C 3N 4)五种载体材料对反应转化率及选择性的影响(Fig.1)，研究发现与活性炭及无序介孔氮化碳材料负载的催化剂相比，有序介孔氮化碳负载的Pd 催化剂具有较好的催化活性，六次循环利用之后催化剂Pd@ompg-C 3N 4仍能保持高催化活性和高选择性。通过BET ，TEM ，XRD ，XPS 等手段对催化剂进行了表征。TEM 结果表明纳米Pd 颗粒在有序介孔内高度均匀分散，平均粒径约为4nm 。

Scheme.1 Selective hydrogenation of quinoline

关键词：四氢喹啉；有序介孔；高选择性 参考文献

[1] Omar-Amrani, R.;Thomas, A.;Brenner, E.;Schneider, R.;Fort, Y . Org. Lett. 2003, 5: 2311.

[2] Maruoka, K.;Miyazaki, T.;Ando, M.;Matsumura, Y .;Sakane, S.;Hattori, K.;Yamamoto, H. J. Am. Chem. Soc. 1983, 105: 2831.

[3] Wang, Y .;Yao, J.;Li, H.R.;Su, D.S.;Antonietti, M. J. Am. Chem. Soc. 2011, 133: 2362.

A novel catalyst for chemoselective hydrogenation of quinoline

Yutong Gong, Yong Wang *

Department of Chemistry, Zhejiang University, Hangzhou, 310028

Considerable attention has been attached to 1,2,3,4-tetrequinoline(THQ) for its application as an significant intermediate of drugs, agrochemicals, dyes, etc. Selective hydrogenation of quinoline was widely regarded as the most convenient and processing one among the processes obtaining THQ due to its high atom utilization rate and the easy access of quinoline. We developed a new catalyst which was of high activity and selectivity under mild conditions for this approach.

∗

国家自然科学基金委员会—中国石油天然气集团公司石油化工联合基金资助项目（U1162124）

Fig.1 1,2,3,4-Tetrahydroquinoline yield as a function of time at 40℃ using 5ml ethanol as solvent over 25mg five different catalysts.