Mono- and Dinitro-BN-Naphthalenes: Formation and Characterization
Abstract
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.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Jul 11, 2021
- Source ID
- 10.3390/molecules26144209
Entities
People
- Bradley A. Steele
- Damon Parrish
- Gregory H Imler
- I-feng Kuo
- Mao-xi Zhang
- Nathaniel B Zuckerman
- Philip F. Pagoria
Organizations
- Office of Naval Research
- United States Air Force Academy