Mono- and Dinitro-BN-Naphthalenes: Formation and Characterization

Zhang, Mao-Xi; Zuckerman, Nathaniel B.; Pagoria, Philip F.; Steele, Bradley A.; Kuo, I-Feng; Imler, Gregory H.; Parrish, Damon

doi:10.3390/molecules26144209

Mono- and Dinitro-BN-Naphthalenes: Formation and Characterization

Journal Article · Sun Jul 11 00:00:00 EDT 2021 · Molecules

DOI:https://doi.org/10.3390/molecules26144209· OSTI ID:1807762

Zhang, Mao-Xi ^[1]; Zuckerman, Nathaniel B. ^[1]; Pagoria, Philip F. ^[1]; Steele, Bradley A. ^[1]; Kuo, I-Feng ^[1]; Imler, Gregory H. ^[2]; Parrish, Damon ^[2]

Lawrence Livermore National Lab. (LLNL), Livermore, CA (United States)
Naval Research Lab. (NRL), Washington, DC (United States)

Mono- and dinitro-BN-naphthalenes, i.e., 1-nitro-, 3-nitro-, 1,6-dinitro-, 3,6-dinitro-, and 1,8-dinitro-BNN, were generated in the nitration of 9,10-BN-naphthalene (BNN), a boron–nitrogen (BN) bond-embedded naphthalene, with AcONO₂ and NO₂BF₄ in acetonitrile. The nitrated products were isolated and characterized by NMR, GC-MS, IR, and X-ray single crystallography. The effects of the nitration on the electron density and aromaticity of BNN were evaluated by B-11 NMR analysis and HOMA calculations.

View Accepted Manuscript (DOE)

Research Organization:: Lawrence Livermore National Laboratory (LLNL), Livermore, CA (United States)

Sponsoring Organization:: USDOE National Nuclear Security Administration (NNSA); US Air Force Office of Scientific Research (AFOSR); US Department of the Navy, Office of Naval Research (ONR)

Grant/Contract Number:: AC52-07NA27344

OSTI ID:: 1807762

Report Number(s):: LLNL-JRNL--797877; 998454

Journal Information:: Molecules, Journal Name: Molecules Journal Issue: 14 Vol. 26; ISSN 1420-3049

Publisher:: MDPICopyright Statement

Country of Publication:: United States

Language:: English

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