Mono- and Dinitro-BN-Naphthalenes: Formation and Characterization
oleh: Mao-Xi Zhang, Nathaniel B. Zuckerman, Philip F. Pagoria, Bradley A. Steele, I-Feng Kuo, Gregory H. Imler, Damon Parrish
| Format: | Article |
|---|---|
| Diterbitkan: | MDPI AG 2021-07-01 |
Deskripsi
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 AcONO<sub>2</sub> and NO<sub>2</sub>BF<sub>4</sub> 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.