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The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R. / Bardin, Vadim V.; Adonin, Nicolay Yu.

In: Monatshefte fur Chemie, Vol. 150, No. 8, 01.08.2019, p. 1523-1531.

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

Harvard

Bardin, VV & Adonin, NY 2019, 'The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R', Monatshefte fur Chemie, vol. 150, no. 8, pp. 1523-1531. https://doi.org/10.1007/s00706-019-02476-6

APA

Bardin, V. V., & Adonin, N. Y. (2019). The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R. Monatshefte fur Chemie, 150(8), 1523-1531. https://doi.org/10.1007/s00706-019-02476-6

Vancouver

Bardin VV, Adonin NY. The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R. Monatshefte fur Chemie. 2019 Aug 1;150(8):1523-1531. doi: 10.1007/s00706-019-02476-6

Author

Bardin, Vadim V. ; Adonin, Nicolay Yu. / The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R. In: Monatshefte fur Chemie. 2019 ; Vol. 150, No. 8. pp. 1523-1531.

BibTeX

@article{9b78311aa7e943ef930320a51a208ef2,
title = "The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R",
abstract = "In search of convenient preparations of C6F5BX2 (X = Cl, Br), reactions of C6F5HgR (R = C6F5, C6H5, C2H5, Br and Cl) with BX3 were studied. Under the action of BCl3 the order of the C–Hg bond cleavage is C6F5Hg–C6H5 > C6F5–HgC2H5 > C6F5–HgC6F5 >> C6F5–HgCl. With more reactive BBr3 the sequence is C6F5Hg–C6H5 > C6F5–HgC2H5 ~ C6F5Hg–C2H5 > C6F5–HgC6F5 ≥ C6F5–HgBr. During the study we found the simple way to alkyldibromoboranes which is presented by the preparation of C2H5BBr2 from C2H5HgBr and BBr3. It is the second example of synthesis of alkylmercury derivative in an addition to the earlier reported formation of cyclopropylmercurials from di(cyclopropyl)mercury and BX3.",
keywords = "Main group compounds, NMR spectroscopy, Organometallic compounds, Transmetallation, POLYFLUOROARYL ORGANOMETALLIC COMPOUNDS, ACID, TIN, CLEAVAGE, DERIVATIVES, CATALYSTS",
author = "Bardin, {Vadim V.} and Adonin, {Nicolay Yu}",
note = "Publisher Copyright: {\textcopyright} 2019, Springer-Verlag GmbH Austria, part of Springer Nature.",
year = "2019",
month = aug,
day = "1",
doi = "10.1007/s00706-019-02476-6",
language = "English",
volume = "150",
pages = "1523--1531",
journal = "Monatshefte fur Chemie",
issn = "0026-9247",
publisher = "Springer Nature",
number = "8",

}

RIS

TY - JOUR

T1 - The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R

AU - Bardin, Vadim V.

AU - Adonin, Nicolay Yu

N1 - Publisher Copyright: © 2019, Springer-Verlag GmbH Austria, part of Springer Nature.

PY - 2019/8/1

Y1 - 2019/8/1

N2 - In search of convenient preparations of C6F5BX2 (X = Cl, Br), reactions of C6F5HgR (R = C6F5, C6H5, C2H5, Br and Cl) with BX3 were studied. Under the action of BCl3 the order of the C–Hg bond cleavage is C6F5Hg–C6H5 > C6F5–HgC2H5 > C6F5–HgC6F5 >> C6F5–HgCl. With more reactive BBr3 the sequence is C6F5Hg–C6H5 > C6F5–HgC2H5 ~ C6F5Hg–C2H5 > C6F5–HgC6F5 ≥ C6F5–HgBr. During the study we found the simple way to alkyldibromoboranes which is presented by the preparation of C2H5BBr2 from C2H5HgBr and BBr3. It is the second example of synthesis of alkylmercury derivative in an addition to the earlier reported formation of cyclopropylmercurials from di(cyclopropyl)mercury and BX3.

AB - In search of convenient preparations of C6F5BX2 (X = Cl, Br), reactions of C6F5HgR (R = C6F5, C6H5, C2H5, Br and Cl) with BX3 were studied. Under the action of BCl3 the order of the C–Hg bond cleavage is C6F5Hg–C6H5 > C6F5–HgC2H5 > C6F5–HgC6F5 >> C6F5–HgCl. With more reactive BBr3 the sequence is C6F5Hg–C6H5 > C6F5–HgC2H5 ~ C6F5Hg–C2H5 > C6F5–HgC6F5 ≥ C6F5–HgBr. During the study we found the simple way to alkyldibromoboranes which is presented by the preparation of C2H5BBr2 from C2H5HgBr and BBr3. It is the second example of synthesis of alkylmercury derivative in an addition to the earlier reported formation of cyclopropylmercurials from di(cyclopropyl)mercury and BX3.

KW - Main group compounds

KW - NMR spectroscopy

KW - Organometallic compounds

KW - Transmetallation

KW - POLYFLUOROARYL ORGANOMETALLIC COMPOUNDS

KW - ACID

KW - TIN

KW - CLEAVAGE

KW - DERIVATIVES

KW - CATALYSTS

UR - http://www.scopus.com/inward/record.url?scp=85069147257&partnerID=8YFLogxK

U2 - 10.1007/s00706-019-02476-6

DO - 10.1007/s00706-019-02476-6

M3 - Article

AN - SCOPUS:85069147257

VL - 150

SP - 1523

EP - 1531

JO - Monatshefte fur Chemie

JF - Monatshefte fur Chemie

SN - 0026-9247

IS - 8

ER -

ID: 20885690