Introduction of seven nitro groups on the 2-azaadamantane scaffold via a two-shell arrangement strategy

Qi Zhou; Rongbin Cai; Huan Li; Yunzhi Liu; Bing Li; Tianjiao Hou; Long Zhu; Guixiang Wang; Yu Zhang; Jun Luo

doi:10.1039/D3QO00384A

Introduction of seven nitro groups on the 2-azaadamantane scaffold via a two-shell arrangement strategy†

Qi Zhou,^a Rongbin Cai,^a Huan Li,^a Yunzhi Liu,^a Bing Li,^a Tianjiao Hou,^b Long Zhu,^a Guixiang Wang,^a Yu Zhang*^a and Jun Luo

*^a

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China
E-mail: y_zhang@njust.edu.cn, luojun@njust.edu.cn

^b College of Chemical Engineering, Nanjing Tech University, Nanjing 211816, China

Abstract

A two-shell arrangement strategy was successfully applied to the azaadamantane scaffold. With this strategy, seven nitro groups were introduced and the target product 2,9,9,10,10-pentanitro-2-azaadamantane-4,8-diyl dinitrate and its derivative 2-nitro-2-azaadamantane-4,8,9,10-tetrayl tetranitrate were prepared. The former exhibits a high density (1.878 g cm⁻³), together with an excellent detonation velocity (8914 m s⁻¹) and pressure (36.16 GPa). More importantly, this strategy provides a new route to polynitroazaadamantanes with more than six nitro groups.

Organic Chemistry Frontiers

Introduction of seven nitro groups on the 2-azaadamantane scaffold via a two-shell arrangement strategy†

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Introduction of seven nitro groups on the 2-azaadamantane scaffold via a two-shell arrangement strategy

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