Detection of Cyclo-N5 − in THF Solution
Boris Bazanov
1
,
Uzi Geiger
1
,
Raanan Carmieli
2
,
Dan Grinstein
1
,
Shmuel Welner
1
,
Yehuda Haas
1
Publication type: Journal Article
Publication date: 2016-10-06
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
27385080
General Chemistry
Catalysis
Abstract
Compelling evidence has been found for the formation and direct detection of the cyclopentazole anion (cyclo-N5- ) in solution. The anion was prepared from phenylpentazole in two steps: reduction by an alkali metal to form the phenylpentazole radical anion, followed by thermal dissociation to yield cyclo-N5- . The reaction solution was analyzed by HPLC coupled with negative mode mass spectrometry. A signal with m/z 70 was eluted about 2.1 min after injection of the sample. Its identification as N5 was supported by single and double labeling with 15 N, which yielded signals at m/z=71 and 72, respectively, with identical retention times in the HPLC column. MS/MS analysis of the m/z=70 signal revealed a dissociation product with m/z=42, which can be assigned to N3- . To our knowledge this is the first preparation of cyclo-N5- in the bulk. The compound is indefinitely stable at temperatures below -40 °C, and has a half-life of a few minutes at room temperature.
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Bazanov B. et al. Detection of Cyclo-N5 − in THF Solution // Angewandte Chemie - International Edition. 2016. Vol. 55. No. 42. pp. 13233-13235.
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Bazanov B., Geiger U., Carmieli R., Grinstein D., Welner S., Haas Y. Detection of Cyclo-N5 − in THF Solution // Angewandte Chemie - International Edition. 2016. Vol. 55. No. 42. pp. 13233-13235.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/anie.201605400
UR - https://doi.org/10.1002/anie.201605400
TI - Detection of Cyclo-N5 − in THF Solution
T2 - Angewandte Chemie - International Edition
AU - Bazanov, Boris
AU - Geiger, Uzi
AU - Carmieli, Raanan
AU - Grinstein, Dan
AU - Welner, Shmuel
AU - Haas, Yehuda
PY - 2016
DA - 2016/10/06
PB - Wiley
SP - 13233-13235
IS - 42
VL - 55
PMID - 27385080
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_Bazanov,
author = {Boris Bazanov and Uzi Geiger and Raanan Carmieli and Dan Grinstein and Shmuel Welner and Yehuda Haas},
title = {Detection of Cyclo-N5 − in THF Solution},
journal = {Angewandte Chemie - International Edition},
year = {2016},
volume = {55},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/anie.201605400},
number = {42},
pages = {13233--13235},
doi = {10.1002/anie.201605400}
}
Cite this
MLA
Copy
Bazanov, Boris, et al. “Detection of Cyclo-N5 − in THF Solution.” Angewandte Chemie - International Edition, vol. 55, no. 42, Oct. 2016, pp. 13233-13235. https://doi.org/10.1002/anie.201605400.