Literature DB >> 27435378

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

Michael S Klenov1, Alexey A Guskov1, Oleg V Anikin1, Aleksandr M Churakov2, Yurii A Strelenko1, Ivan V Fedyanin3, Konstantin A Lyssenko3, Vladimir A Tartakovsky1.   

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.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cyclization; energetic materials; nitrogen heterocycles; tetrazines; total synthesis

Year:  2016        PMID: 27435378     DOI: 10.1002/anie.201605611

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  8 in total

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6.  [(3-Nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]furazans: energetic materials containing an N(O)[double bond, length as m-dash]N-N fragment.

Authors:  Dmitry A Gulyaev; Michael S Klenov; Aleksandr M Churakov; Yurii A Strelenko; Ivan V Fedyanin; David B Lempert; Ekaterina K Kosareva; Tatiana S Kon'kova; Yurii N Matyushin; Vladimir A Tartakovsky
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  8 in total

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