Theoretical investigations on stability of pyridylpentazoles, pyridazylpentazoles, triazinylpentazoles, tetrazinylpentazoles, and pentazinylpentazole searching for a replacement of phenylpentazole as N5 − source
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| 024 | 7 | 0 | |a 10.1007/s00894-015-2867-y |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1007/s00894-015-2867-y | ||
| 245 | 0 | 0 | |a Theoretical investigations on stability of pyridylpentazoles, pyridazylpentazoles, triazinylpentazoles, tetrazinylpentazoles, and pentazinylpentazole searching for a replacement of phenylpentazole as N5 − source |h [Elektronische Daten] |c [Xueli Zhang, Xuedong Gong] |
| 520 | 3 | |a Stabilities of pyridylpentazoles, pyridazylpentazoles, triazinylpentazoles, tetrazinylpentazoles, and pentazinylpentazole were studied using density functional theory to assess their potentials as the source of pentazole anion (N5 −) for replacement of phenylpentazole (PhN 5 ). Replacing the aryl group of PhN 5 by six-member heterocycle weakens pentazole ring. Compared to PhN 5 , title molecules have longer N-N bonds and lower activation energy (E a,1) needed for the N5 ring breaking. E a,1 decreases with the increasing number of nitrogen atoms of heterocycle. The ortho nitrogen of heterocycle most obviously lowers the stability of pentazole. The central C-N bond dissociation energies (BDEs) of title molecules are lower than that of PhN 5 . For the molecule with 0~1 ortho-nitrogen, H rearrangement happens during the central C-N bond breaking. The energy (E a,2) required for H rearrangement is considerably smaller than the corresponding BDE. ΔE a,2 (E a,2(PhN5) - E a,2 = 7.5~35.7kJ mol-1) is larger than ΔE a,1 (E a,2(PhN5) - E a,2 = 4.6~15.5kJ mol-1), while ΔE a,2/E a,2(PhN5) (2~9.5%) is smaller than ΔE a,1/E a,1(PhN5) ( 4.4~15.0%). The larger ΔE a,1/E a,1(PhN5) suggests that title molecules can not be the better N5 − than PhN 5 . | |
| 540 | |a Springer-Verlag Berlin Heidelberg, 2015 | ||
| 690 | 7 | |a Source of N5 − |2 nationallicence | |
| 690 | 7 | |a PhN5 |2 nationallicence | |
| 690 | 7 | |a Stability |2 nationallicence | |
| 690 | 7 | |a Thermodynamics |2 nationallicence | |
| 690 | 7 | |a Density functional calculations |2 nationallicence | |
| 700 | 1 | |a Zhang |D Xueli |u School of Chemical Engineering, Nanjing University of Science and Technology, 210094, Nanjing, China |4 aut | |
| 700 | 1 | |a Gong |D Xuedong |u School of Chemical Engineering, Nanjing University of Science and Technology, 210094, Nanjing, China |4 aut | |
| 773 | 0 | |t Journal of Molecular Modeling |d Springer Berlin Heidelberg |g 21/12(2015-12-01), 1-7 |x 1610-2940 |q 21:12<1 |1 2015 |2 21 |o 894 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00894-015-2867-y |q text/html |z Onlinezugriff via DOI |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1007/s00894-015-2867-y |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Zhang |D Xueli |u School of Chemical Engineering, Nanjing University of Science and Technology, 210094, Nanjing, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Gong |D Xuedong |u School of Chemical Engineering, Nanjing University of Science and Technology, 210094, Nanjing, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Journal of Molecular Modeling |d Springer Berlin Heidelberg |g 21/12(2015-12-01), 1-7 |x 1610-2940 |q 21:12<1 |1 2015 |2 21 |o 894 | ||