Standard

Novel tris(5-aryl-1H-tetrazol-1-yl)methanes and 2-dichloromethyl-5-aryl-2H-tetrazoles and noncovalent interactions in their crystal structure. / Mikolaichuk, Olga V. ; Protas, Aleksandra V.; Popova, Elena A. ; Mikherdov, Alexander S. ; Kornyakov, Ilya V. ; Trifonov, Rostislav E.

In: Journal of Heterocyclic Chemistry, Vol. 57, No. 6, 01.06.2020, p. 2539-2547.

Research output: Contribution to journal › Article › peer-review

Harvard

Mikolaichuk, OV, Protas, AV, Popova, EA, Mikherdov, AS, Kornyakov, IV & Trifonov, RE 2020, 'Novel tris(5-aryl-1H-tetrazol-1-yl)methanes and 2-dichloromethyl-5-aryl-2H-tetrazoles and noncovalent interactions in their crystal structure', Journal of Heterocyclic Chemistry, vol. 57, no. 6, pp. 2539-2547. https://doi.org/10.1002/jhet.3969

APA

Mikolaichuk, O. V., Protas, A. V., Popova, E. A., Mikherdov, A. S., Kornyakov, I. V., & Trifonov, R. E. (2020). Novel tris(5-aryl-1H-tetrazol-1-yl)methanes and 2-dichloromethyl-5-aryl-2H-tetrazoles and noncovalent interactions in their crystal structure. Journal of Heterocyclic Chemistry, 57(6), 2539-2547. https://doi.org/10.1002/jhet.3969

Vancouver

Mikolaichuk OV, Protas AV, Popova EA, Mikherdov AS, Kornyakov IV, Trifonov RE. Novel tris(5-aryl-1H-tetrazol-1-yl)methanes and 2-dichloromethyl-5-aryl-2H-tetrazoles and noncovalent interactions in their crystal structure. Journal of Heterocyclic Chemistry. 2020 Jun 1;57(6):2539-2547. https://doi.org/10.1002/jhet.3969

Author

Mikolaichuk, Olga V. ; Protas, Aleksandra V. ; Popova, Elena A. ; Mikherdov, Alexander S. ; Kornyakov, Ilya V. ; Trifonov, Rostislav E. / Novel tris(5-aryl-1H-tetrazol-1-yl)methanes and 2-dichloromethyl-5-aryl-2H-tetrazoles and noncovalent interactions in their crystal structure. In: Journal of Heterocyclic Chemistry. 2020 ; Vol. 57, No. 6. pp. 2539-2547.

BibTeX

@article{31f07b70a27b4facbce4df1b17357c75,
title = "Novel tris(5-aryl-1H-tetrazol-1-yl)methanes and 2-dichloromethyl-5-aryl-2H-tetrazoles and noncovalent interactions in their crystal structure",
abstract = "A series of tris(5-aryl-1H-tetrazol-1-yl)methanes (3a-3g) and 2-dichloromethyl- 5-aryl-2H-tetrazoles (4a-4d) were synthesized by reaction of 5-aryl-NH- tetrazoles with trichloromethane in strong aqueous basic condition. The com- pounds obtained were fully characterized by means of HRESI-MS, 1H and 13C {1H} NMR spectroscopies, as well as by single-crystal X-ray diffraction (for 3a, 3b, 4d). Inspection of the X-ray diffraction data and Hirshfeld surface analysis for tris(5-aryl-1H-tetrazol-1-yl)methanes 3a,b and 2-dichloromethyl-5-aryl-2H- tetrazole 4d showed the presence of noncovalent π-hole•••lone pair and π-hole•••π interactions involving electrophilic tetrazole carbon atom.",
keywords = "BOND ORBITAL ANALYSIS, DELOCALIZATION, AROMATICITY, RINGS, VAN",
author = "Mikolaichuk, {Olga V.} and Protas, {Aleksandra V.} and Popova, {Elena A.} and Mikherdov, {Alexander S.} and Kornyakov, {Ilya V.} and Trifonov, {Rostislav E.}",
year = "2020",
month = jun,
day = "1",
doi = "10.1002/jhet.3969",
language = "English",
volume = "57",
pages = "2539--2547",
journal = "Journal of Heterocyclic Chemistry",
issn = "0022-152X",
publisher = "Wiley-Blackwell",
number = "6",

}

RIS

TY - JOUR

T1 - Novel tris(5-aryl-1H-tetrazol-1-yl)methanes and 2-dichloromethyl-5-aryl-2H-tetrazoles and noncovalent interactions in their crystal structure

AU - Mikolaichuk, Olga V.

AU - Protas, Aleksandra V.

AU - Popova, Elena A.

AU - Mikherdov, Alexander S.

AU - Kornyakov, Ilya V.

AU - Trifonov, Rostislav E.

PY - 2020/6/1

Y1 - 2020/6/1

N2 - A series of tris(5-aryl-1H-tetrazol-1-yl)methanes (3a-3g) and 2-dichloromethyl- 5-aryl-2H-tetrazoles (4a-4d) were synthesized by reaction of 5-aryl-NH- tetrazoles with trichloromethane in strong aqueous basic condition. The com- pounds obtained were fully characterized by means of HRESI-MS, 1H and 13C {1H} NMR spectroscopies, as well as by single-crystal X-ray diffraction (for 3a, 3b, 4d). Inspection of the X-ray diffraction data and Hirshfeld surface analysis for tris(5-aryl-1H-tetrazol-1-yl)methanes 3a,b and 2-dichloromethyl-5-aryl-2H- tetrazole 4d showed the presence of noncovalent π-hole•••lone pair and π-hole•••π interactions involving electrophilic tetrazole carbon atom.

AB - A series of tris(5-aryl-1H-tetrazol-1-yl)methanes (3a-3g) and 2-dichloromethyl- 5-aryl-2H-tetrazoles (4a-4d) were synthesized by reaction of 5-aryl-NH- tetrazoles with trichloromethane in strong aqueous basic condition. The com- pounds obtained were fully characterized by means of HRESI-MS, 1H and 13C {1H} NMR spectroscopies, as well as by single-crystal X-ray diffraction (for 3a, 3b, 4d). Inspection of the X-ray diffraction data and Hirshfeld surface analysis for tris(5-aryl-1H-tetrazol-1-yl)methanes 3a,b and 2-dichloromethyl-5-aryl-2H- tetrazole 4d showed the presence of noncovalent π-hole•••lone pair and π-hole•••π interactions involving electrophilic tetrazole carbon atom.

KW - BOND ORBITAL ANALYSIS

KW - DELOCALIZATION

KW - AROMATICITY

KW - RINGS

KW - VAN

UR - http://www.scopus.com/inward/record.url?scp=85081979759&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/29954579-1f20-3fc2-86c6-c8d6551763c5/

U2 - 10.1002/jhet.3969

DO - 10.1002/jhet.3969

M3 - Article

VL - 57

SP - 2539

EP - 2547

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

SN - 0022-152X

IS - 6

ER -

ID: 52429503