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四嗪-四嗪 1,3,6,8-四氧化物(TTTO)的合成。

Synthesis of Tetrazino-tetrazine 1,3,6,8-Tetraoxide (TTTO).

机构信息

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation.

A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., 119991, Moscow, Russian Federation.

出版信息

Angew Chem Int Ed Engl. 2016 Sep 12;55(38):11472-5. doi: 10.1002/anie.201605611. Epub 2016 Jul 20.

Abstract

This study presents the first synthesis and characterization of a new high energy compound [1,2,3,4]tetrazino[5,6-e][1,2,3,4]tetrazine 1,3,6,8-tetraoxide (TTTO). It was synthesized in ten steps from 2,2-bis(tert-butyl-NNO-azoxy)acetonitrile. The synthetic strategy was based on the sequential closure of two 1,2,3,4-tetrazine 1,3-dioxide rings by the generation of oxodiazonium ions and their intramolecular coupling with tert-butyl-NNO-azoxy groups. The TTTO structure was confirmed by single-crystal X-ray.

摘要

本研究首次合成并表征了一种新型高能化合物[1,2,3,4]四嗪并[5,6-e][1,2,3,4]四嗪 1,3,6,8-四氧化物(TTTO)。它是由 2,2-双(叔丁基-NNO-重氮氧基)乙腈经十步反应合成的。该合成策略基于通过生成氧代二氮烯离子并将其与叔丁基-NNO-重氮氧基基团进行分子内偶联,依次闭合两个 1,2,3,4-四嗪 1,3-二氧化物环。TTTO 结构通过单晶 X 射线确定。

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