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六氮杂[3.3.3]螺桨烷的多位点烷基化反应

张俊林 王伯周 毕福强 王锡杰 周静 张家荣

火炸药学报2017,Vol.40Issue(4):33-37,5.
火炸药学报2017,Vol.40Issue(4):33-37,5.DOI:10.14077/j.issn.1007-7812.2017.04.006

六氮杂[3.3.3]螺桨烷的多位点烷基化反应

Multiple Site N-Alkylation Reactivity of Hexaaza[3.3.3]propellane

张俊林 1王伯周 1毕福强 2王锡杰 1周静 1张家荣1

作者信息

  • 1. 西安近代化学研究所,陕西 西安 710065
  • 2. 氟氮化工资源高效开发与利用国家重点实验室,陕西 西安 710065
  • 折叠

摘要

Abstract

Taking 2,4,6,8,9,11-hexaaza[3.3.3]propellanes-3,7,10-trione (PTO) as raw material, the reactivity of the hexaaza[3.3.3]propellane with different electrophilic reagents was systematically investigated.N-hexallyl-hexaaza[3.3.3] propellanes, N-hexethylacetic-hexaaza[3.3.3] propellanes and N-hexacetoxyl-hexaaza[3.3.3] propellanes with energetic derivative prospect were designed and synthesized for the first time.The acid-stability, base-stability and thermal stability of hexaaza[3.3.3]propellane with different substituent were discussed.The results show that different substituent structure has significant effect on the modification of the hexaaza[3.3.3]propellane skeleton.Increasing the activity of electrophilic reagent and solvent polarity enhanced the reaction process, but extremely high activity failed to obtain the corresponding alkylation products due to the adverse reactions.The hydrolytic stability of the N-alkylated hexaaza[3.3.3]propellane system is greatly increased.Most of them remained stable under acidic conditions while decomposed under alkaline conditions.The thermal stability of the products was enhanced by alkylation compared with PTO.

关键词

六氮杂[3.3.3]螺桨烷/空间位阻/多位点/烷基化/三维立体骨架

Key words

hexaaza[3.3.3]propellane/steric hindrance/multiple reactive sites/alkylation/three-dimensional skeleton

分类

军事科技

引用本文复制引用

张俊林,王伯周,毕福强,王锡杰,周静,张家荣..六氮杂[3.3.3]螺桨烷的多位点烷基化反应[J].火炸药学报,2017,40(4):33-37,5.

基金项目

国家自然科学基金(No.21503162) (No.21503162)

火炸药学报

OA北大核心CSCDCSTPCD

1007-7812

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