Synthesis and structure of fluorinated (Benzo[d]imidazol-2-yl)methanols

Standard

Synthesis and structure of fluorinated (Benzo[d]imidazol-2-yl)methanols : Bench compounds for diverse applications. / Romanov, Vasily; Tretyakov, Evgeny; Selivanova, Galina et al.

In: Crystals, Vol. 10, No. 9, 786, 01.09.2020, p. 1-16.

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

Harvard

Romanov, V, Tretyakov, E, Selivanova, G, Li, J, Bagryanskaya, I, Makarov, A & Luneau, D 2020, 'Synthesis and structure of fluorinated (Benzo[d]imidazol-2-yl)methanols: Bench compounds for diverse applications', Crystals, vol. 10, no. 9, 786, pp. 1-16. https://doi.org/10.3390/cryst10090786

APA

Romanov, V., Tretyakov, E., Selivanova, G., Li, J., Bagryanskaya, I., Makarov, A., & Luneau, D. (2020). Synthesis and structure of fluorinated (Benzo[d]imidazol-2-yl)methanols: Bench compounds for diverse applications. Crystals, 10(9), 1-16. [786]. https://doi.org/10.3390/cryst10090786

Vancouver

Romanov V, Tretyakov E, Selivanova G, Li J, Bagryanskaya I, Makarov A et al. Synthesis and structure of fluorinated (Benzo[d]imidazol-2-yl)methanols: Bench compounds for diverse applications. Crystals. 2020 Sept 1;10(9):1-16. 786. doi: 10.3390/cryst10090786

Author

Romanov, Vasily ; Tretyakov, Evgeny ; Selivanova, Galina et al. / Synthesis and structure of fluorinated (Benzo[d]imidazol-2-yl)methanols : Bench compounds for diverse applications. In: Crystals. 2020 ; Vol. 10, No. 9. pp. 1-16.

BibTeX

@article{43b7ef2af81341eab26b0d1708ae38cc,

title = "Synthesis and structure of fluorinated (Benzo[d]imidazol-2-yl)methanols: Bench compounds for diverse applications",

abstract = "A simple and general approach to the synthesis (from commercial precursors) of eight out of nine possible (benzo[d]imidazol-2-yl)methanols fluorinated on the benzene ring is reported. Molecular and crystalline structures of most compounds were solved by X-ray diffraction analysis. This made it possible to reveal the influence of the number and arrangement of fluorine atoms in the benzene cycle on the formation of intermolecular hydrogen bonds. It was found that the more fluorine atoms are present in a compound, the higher the dimensionality of the H-bonded structure is. Moreover, the presence of fluorine atoms in the synthesized compounds leads to the emergence of C–F … π interactions affecting crystal packing. The synthesized fluorinated (benzo[d]imidazol-2-yl)methanols may serve as excellent bench compounds for the synthesis of a systematic series of fluorine-containing derivatives to study structure–property correlations in various fields of research from medicine to materials science.",

keywords = "1D, 2D, and 3D structures, Crystal structure, Fluorinated benzimidazoles, H-bonding, Heterocyclization, Polyfluorinated 1,2-diaminobenzenes, SUBSTITUTED NITRONYL NITROXIDE, and 3D structures, COMPLEXES, fluorinated benzimidazoles, DISCOVERY, MAGNETISM, 2D, 1D, 2-diaminobenzenes, BENZIMIDAZOLE, crystal structure, BIOLOGICAL EVALUATION, CHEMISTRY, heterocyclization, IMIDAZOLE, polyfluorinated 1, EFFICIENT, DERIVATIVES",

author = "Vasily Romanov and Evgeny Tretyakov and Galina Selivanova and Jiayao Li and Irina Bagryanskaya and Alexander Makarov and Dominique Luneau",

year = "2020",

month = sep,

day = "1",

doi = "10.3390/cryst10090786",

language = "English",

volume = "10",

pages = "1--16",

journal = "Crystals",

issn = "2073-4352",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "9",

}

RIS

TY - JOUR

T1 - Synthesis and structure of fluorinated (Benzo[d]imidazol-2-yl)methanols

T2 - Bench compounds for diverse applications

AU - Romanov, Vasily

AU - Tretyakov, Evgeny

AU - Selivanova, Galina

AU - Li, Jiayao

AU - Bagryanskaya, Irina

AU - Makarov, Alexander

AU - Luneau, Dominique

PY - 2020/9/1

Y1 - 2020/9/1

N2 - A simple and general approach to the synthesis (from commercial precursors) of eight out of nine possible (benzo[d]imidazol-2-yl)methanols fluorinated on the benzene ring is reported. Molecular and crystalline structures of most compounds were solved by X-ray diffraction analysis. This made it possible to reveal the influence of the number and arrangement of fluorine atoms in the benzene cycle on the formation of intermolecular hydrogen bonds. It was found that the more fluorine atoms are present in a compound, the higher the dimensionality of the H-bonded structure is. Moreover, the presence of fluorine atoms in the synthesized compounds leads to the emergence of C–F … π interactions affecting crystal packing. The synthesized fluorinated (benzo[d]imidazol-2-yl)methanols may serve as excellent bench compounds for the synthesis of a systematic series of fluorine-containing derivatives to study structure–property correlations in various fields of research from medicine to materials science.

AB - A simple and general approach to the synthesis (from commercial precursors) of eight out of nine possible (benzo[d]imidazol-2-yl)methanols fluorinated on the benzene ring is reported. Molecular and crystalline structures of most compounds were solved by X-ray diffraction analysis. This made it possible to reveal the influence of the number and arrangement of fluorine atoms in the benzene cycle on the formation of intermolecular hydrogen bonds. It was found that the more fluorine atoms are present in a compound, the higher the dimensionality of the H-bonded structure is. Moreover, the presence of fluorine atoms in the synthesized compounds leads to the emergence of C–F … π interactions affecting crystal packing. The synthesized fluorinated (benzo[d]imidazol-2-yl)methanols may serve as excellent bench compounds for the synthesis of a systematic series of fluorine-containing derivatives to study structure–property correlations in various fields of research from medicine to materials science.

KW - 1D, 2D, and 3D structures

KW - Crystal structure

KW - Fluorinated benzimidazoles

KW - H-bonding

KW - Heterocyclization

KW - Polyfluorinated 1,2-diaminobenzenes

KW - SUBSTITUTED NITRONYL NITROXIDE

KW - and 3D structures

KW - COMPLEXES

KW - fluorinated benzimidazoles

KW - DISCOVERY

KW - MAGNETISM

KW - 2D

KW - 1D

KW - 2-diaminobenzenes

KW - BENZIMIDAZOLE

KW - crystal structure

KW - BIOLOGICAL EVALUATION

KW - CHEMISTRY

KW - heterocyclization

KW - IMIDAZOLE

KW - polyfluorinated 1

KW - EFFICIENT

KW - DERIVATIVES

UR - http://www.scopus.com/inward/record.url?scp=85090267300&partnerID=8YFLogxK

U2 - 10.3390/cryst10090786

DO - 10.3390/cryst10090786

M3 - Article

AN - SCOPUS:85090267300

VL - 10

SP - 1

EP - 16

JO - Crystals

JF - Crystals

SN - 2073-4352

IS - 9

M1 - 786

ER -

ID: 25287961