Primary amine diazeniumdiolate ions of structure {RNN(O)NOR′}- as ambident nucleophiles

Primary amine diazeniumdiolate ions of structure {RNN(O)NOR′}- as ambident nucleophiles
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DOI:
10.1016/j.tetlet.2009.08.012
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发表时间:
2009-10-28
影响因子:
1.8
通讯作者:
Saavedra, Joseph E.
Saavedra, Joseph E.
中科院分区:
化学4区
文献类型:
--
作者:
Bohle, D. Scott;Keefer, Larry K.;Saavedra, Joseph E.

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O-2取代的伯胺重氮二酸酯RHN-N(O)=NOR‘电离成阴离子,通过两个氮中的任何一个攻击亲电试剂R’ X,形成RR ‘ N-N(O)=NOR’和R-N=N(O)-N(R ‘)OR’。当计划或评估涉及结构为RHN-N(O)=NOR'的重氮二酸盐的药物发现工作时,应牢记这些阴离子的双齿特征。2009爱思唯尔有限公司版权所有。
An O-2-substituted primary amine diazeniumdiolate RHN-N(O)=NOR' is ionized to an anion that attacks an electrophile R '' X via either of two nitrogens to form both RR '' N-N(O)=NOR' and R-N=N(O)-N(R '')OR'. The bidentate character of such anions should be kept in mind when planning or evaluating drug discovery efforts involving diazeniumdiolates of structure RHN-N(O)=NOR'. (C) 2009 Elsevier Ltd. All rights reserved.