Solid Acid Catalysts for Coumarin Synthesis by the Pechmann Reaction: MOFs versus Zeolites
Solid Acid Catalysts for Coumarin Synthesis by the Pechmann Reaction: MOFs versus Zeolites
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DOI：
10.1002/cctc.201200232
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发表时间：
2013-04-01
期刊：
影响因子：
4.5
通讯作者：
Cejka, Jiri
中科院分区：
文献类型：
--
作者：
Opanasenko, Maksym;Shamzhy, Mariya;Cejka, Jiri
考察了金属有机骨架铜-苯-1，3，5-三羧酸盐(CuBTC)和铁-苯-1，3，5-三羧酸盐(FeBTC)在间苯二酚、邻苯三酚和萘酚与乙酰乙酸乙酯的Pechmann缩合反应中的催化行为，并与大孔沸石β沸石(BEA)和超稳定Y沸石(USY)进行了比较。沸石分子筛BEA和USY对活性最高的底物间苯二酚和邻苯三酚的转化表现出较高的活性，但对萘酚的转化率较低。在CuBTC和FeBTC催化剂上，在反应24小时内，萘酚几乎全部转化为目标产物，转化率为9498%。我们认为，CuBTC框架内活性中心排列的规律性导致了两个活性中心的紧密相连，这对于导致香豆素的Pechmann反应中萘酚的转化是至关重要的。
The catalytic behavior of metalorganic frameworks Cu-benzene-1,3,5-tricarboxylate (CuBTC) and Fe-benzene-1,3,5-tricarboxylate (FeBTC) was investigated in the Pechmann condensation of different phenols (resorcinol, pyrogallol, and naphthol) with ethyl acetoacetate and compared with large-pore zeolites beta (BEA) and ultrastableY (USY). Zeolites BEA and USY exhibited high activity in transformations of the most active substrates (resorcinol and pyrogallol) but a low conversion of naphthol was observed. Almost total transformation of naphthol (9498% conversion) to the target product was achieved within 24h of the reaction time over CuBTC and FeBTC. We assume that the regularity in the arrangement of active sites within the framework of CuBTC, which results in the existence of 2 active centers in close proximity, is of critical importance to the transformation of naphthol in the Pechmann reaction that leads to coumarin.