Nucleophilic addition of hydrazine and benzophenone hydrazone to 2-acetonitrilium closo-decaborate cluster

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Nucleophilic addition of hydrazine and benzophenone hydrazone to 2-acetonitrilium closo-decaborate cluster : Structural and photophysical study. / Burianova, Valeria K.; Bolotin, Dmitrii S.; Novikov, Alexander S.; Kolesnikov, Ilya E.; Suslonov, Vitalii V.; Zhdanov, Andrey P.; Zhizhin, Konstantin Yu; Kuznetsov, Nikolay T.

In: Inorganica Chimica Acta, Vol. 482, 01.10.2018, p. 838-845.

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

BibTeX

@article{046978de138d4dcfbc0fca14811b1f83,

title = "Nucleophilic addition of hydrazine and benzophenone hydrazone to 2-acetonitrilium closo-decaborate cluster: Structural and photophysical study",

abstract = "The reaction of hydrazine and benzophenone hydrazone with 2-acetonitrilium closo-decaborate (X)[B10H9NCMe] (X = PhCH2PPh3, Ph4P, nBu4N) proceeds in MeCN or THF at RT for 30 min giving 2-iminium closo-decaborates (X)[B10H9N(H)[dbnd]C(Me)NNR2] (R2 = (H)2, CPh2; X = PhCH2PPh3, Ph4P, nBu4N) that were isolated in 77–88% yields. These species were characterized by IR, 1H{11B}, 11B{1H}, and 13C{1H} NMR spectroscopies, HRESI-MS, and molar conductivity. Two compounds were also characterized by single-crystal X-ray diffraction. Emission spectra of the obtained compounds consist of one broad band with the maximum in the 506–516 nm range. Nanosecond lifetimes of the closo-decaborate clusters confirm fluorescent character of the emission. Derivatization of the nitrilium ligand results in increase of luminescence up to 42% as compared to the starting nitrilium closo-decaborate.",

keywords = "-decaborate, Nucleophilic addition, Nitrilium salt, Hydrazine, Luminescence, Closo-decaborate, Hydrazine, Luminescence, Nitrilium salt, Nucleophilic addition, ANION DERIVATIVES, CRYSTAL-STRUCTURE, BORON CLUSTERS, COMPLEXES, B-H ACTIVATION, CARBORANE, NEUTRON-CAPTURE THERAPY, METAL, LIGAND, 1ST EXAMPLE",

author = "Burianova, {Valeria K.} and Bolotin, {Dmitrii S.} and Novikov, {Alexander S.} and Kolesnikov, {Ilya E.} and Suslonov, {Vitalii V.} and Zhdanov, {Andrey P.} and Zhizhin, {Konstantin Yu} and Kuznetsov, {Nikolay T.}",

note = "Publisher Copyright: {\textcopyright} 2018",

year = "2018",

month = oct,

day = "1",

doi = "10.1016/j.ica.2018.07.038",

language = "English",

volume = "482",

pages = "838--845",

journal = "Inorganica Chimica Acta",

issn = "0020-1693",

publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Nucleophilic addition of hydrazine and benzophenone hydrazone to 2-acetonitrilium closo-decaborate cluster

T2 - Structural and photophysical study

AU - Burianova, Valeria K.

AU - Bolotin, Dmitrii S.

AU - Novikov, Alexander S.

AU - Kolesnikov, Ilya E.

AU - Suslonov, Vitalii V.

AU - Zhdanov, Andrey P.

AU - Zhizhin, Konstantin Yu

AU - Kuznetsov, Nikolay T.

PY - 2018/10/1

Y1 - 2018/10/1

N2 - The reaction of hydrazine and benzophenone hydrazone with 2-acetonitrilium closo-decaborate (X)[B10H9NCMe] (X = PhCH2PPh3, Ph4P, nBu4N) proceeds in MeCN or THF at RT for 30 min giving 2-iminium closo-decaborates (X)[B10H9N(H)[dbnd]C(Me)NNR2] (R2 = (H)2, CPh2; X = PhCH2PPh3, Ph4P, nBu4N) that were isolated in 77–88% yields. These species were characterized by IR, 1H{11B}, 11B{1H}, and 13C{1H} NMR spectroscopies, HRESI-MS, and molar conductivity. Two compounds were also characterized by single-crystal X-ray diffraction. Emission spectra of the obtained compounds consist of one broad band with the maximum in the 506–516 nm range. Nanosecond lifetimes of the closo-decaborate clusters confirm fluorescent character of the emission. Derivatization of the nitrilium ligand results in increase of luminescence up to 42% as compared to the starting nitrilium closo-decaborate.

AB - The reaction of hydrazine and benzophenone hydrazone with 2-acetonitrilium closo-decaborate (X)[B10H9NCMe] (X = PhCH2PPh3, Ph4P, nBu4N) proceeds in MeCN or THF at RT for 30 min giving 2-iminium closo-decaborates (X)[B10H9N(H)[dbnd]C(Me)NNR2] (R2 = (H)2, CPh2; X = PhCH2PPh3, Ph4P, nBu4N) that were isolated in 77–88% yields. These species were characterized by IR, 1H{11B}, 11B{1H}, and 13C{1H} NMR spectroscopies, HRESI-MS, and molar conductivity. Two compounds were also characterized by single-crystal X-ray diffraction. Emission spectra of the obtained compounds consist of one broad band with the maximum in the 506–516 nm range. Nanosecond lifetimes of the closo-decaborate clusters confirm fluorescent character of the emission. Derivatization of the nitrilium ligand results in increase of luminescence up to 42% as compared to the starting nitrilium closo-decaborate.

KW - -decaborate

KW - Nucleophilic addition

KW - Nitrilium salt

KW - Hydrazine

KW - Luminescence

KW - Closo-decaborate

KW - Hydrazine

KW - Luminescence

KW - Nitrilium salt

KW - Nucleophilic addition

KW - ANION DERIVATIVES

KW - CRYSTAL-STRUCTURE

KW - BORON CLUSTERS

KW - COMPLEXES

KW - B-H ACTIVATION

KW - CARBORANE

KW - NEUTRON-CAPTURE THERAPY

KW - METAL

KW - LIGAND

KW - 1ST EXAMPLE

UR - http://www.scopus.com/inward/record.url?scp=85050734598&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/nucleophilic-addition-hydrazine-benzophenone-hydrazone-2acetonitrilium-closodecaborate-cluster-struc

U2 - 10.1016/j.ica.2018.07.038

DO - 10.1016/j.ica.2018.07.038

M3 - Article

VL - 482

SP - 838

EP - 845

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

SN - 0020-1693

ER -

ID: 33236221

Nucleophilic addition of hydrazine and benzophenone hydrazone to 2-acetonitrilium closo-decaborate cluster: Structural and photophysical study

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