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The Preparation of Pentafluorophenyldihaloboranes from Pentafluorophenylmercurials C6F5HgR and BX3: The Dramatic Dependence of the Reaction Direction on the Ligand R Full article

Journal Monatshefte fur Chemie
ISSN: 1434-4475 , E-ISSN: 0026-9247
Output data Year: 2019, Volume: 150, Number: 8, Pages: 1523-1531 Pages count : 9 DOI: 10.1007/s00706-019-02476-6
Tags Main group compounds · NMR spectroscopy · Transmetallation · Organometallic compounds
Authors Bardin Vadim V. 1,2 , Adonin Nicolay Yu. 2,3
Affiliations
1 N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS
2 Novosibirsk State University
3 G. K. Boreskov Institute of Catalysis, SB RAS

Funding (1)

1 Ministry of Science and Higher Education of the Russian Federation ГЗ-2017-2020

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.
Cite: Bardin V.V. , Adonin N.Y.
The Preparation of Pentafluorophenyldihaloboranes from Pentafluorophenylmercurials C6F5HgR and BX3: The Dramatic Dependence of the Reaction Direction on the Ligand R
Monatshefte fur Chemie. 2019. V.150. N8. P.1523-1531. DOI: 10.1007/s00706-019-02476-6 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Mar 21, 2019
Accepted: Jun 24, 2019
Published online: Jul 17, 2019
Published print: Aug 1, 2019
Identifiers:
Web of science: WOS:000477624300015
Scopus: 2-s2.0-85069147257
Elibrary: 41613042
Chemical Abstracts: 2019:1391282
Chemical Abstracts (print): 171:238539
OpenAlex: W2959110670
Citing:
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Scopus 1
Web of science 1
Elibrary 1
OpenAlex 1
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