Nitrolysis of a Highly Deactivated Amide by Protonitronium. Synthesis and Structure of HNFX(1).

Nitrolysis of a Highly Deactivated Amide by Protonitronium. Synthesis and Structure of HNFX(1).
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DOI:
10.1021/jo9819640
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发表时间:
1999-01
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
R. Chapman;R. Gilardi;Mark F. Welker;Charles B. Kreutzberger
R. Chapman;R. Gilardi;Mark F. Welker;Charles B. Kreutzberger
中科院分区:
其他
文献类型:
--
作者:
R. Chapman;R. Gilardi;Mark F. Welker;Charles B. Kreutzberger

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利用硝酸-三氟甲磺酸体系中生成的质子化试剂,对高度失活的3,3,7,7-tetrakis(difluoramino)octahydro-1,5-bis(4-nitrobenzenesulfonyl)-1,5-diazocine(1)进行了高效的N-硝解,在非优化反应中以65%的产率生成了3,3,7,7-tetrakis(difluoramino)octahydro-1,5-dinitro-1,5-diazocine(HNFX,2)。第一种形态的HNFx晶体结构中含有孔道形式的孔洞穿过其晶胞,观察到的密度为1.807 g.cm(-)(3)。
Efficient N-nitrolysis of highly deactivated 3,3,7,7-tetrakis(difluoramino)octahydro-1,5-bis(4-nitrobenzenesulfonyl)-1,5-diazocine (1) has been achieved by the use of protonitronium reagent formed in the system nitric acid-trifluoromethanesulfonic acid, producing 3,3,7,7-tetrakis(difluoramino)octahydro-1,5-dinitro-1,5-diazocine (HNFX, 2) in 65% yield in a nonoptimized reaction. The crystal structure of the first morphology of HNFX contains cavities in the form of channels through its unit cell; the observed density is 1.807 g.cm(-)(3).