Sequential mono-N-arylation of piperazine nitrogens.: Part 2:: The role of hydrogen bonding

Sequential mono-N-arylation of piperazine nitrogens.: Part 2:: The role of hydrogen bonding
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DOI:
10.1016/s0040-4039(99)01104-1
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发表时间:
1999-07-30
影响因子:
1.8
通讯作者:
Gala, D
Gala, D
中科院分区:
化学4区
文献类型:
--
作者:
Eckert, J;Chan, TM;Gala, D

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哌嗪简单连续N-芳基化反应的机理研究表明,在含吸电子基团的N-芳基化哌嗪中,仲胺氢的氢键对于其非金属催化转化为N,N '-二芳基哌嗪是重要的。合成实验,分子建模和NMR研究的组合进行了测试这一假设。(C)1999 Elsevier Science Ltd.保留所有权利。
A mechanistic study of the simple sequential N-arylation of piperazine suggests that in an electron-withdrawing group (EWG) containing N-arylated piperazines, hydrogen bonding of the secondary amine hydrogen is important for its non-metal catalyzed conversion to N,N'-diaryl piperazines. A combination of synthetic experiments, molecular modeling, and NMR studies were carried out to test this hypothesis. (C) 1999 Elsevier Science Ltd. All rights reserved.