Reactivity of [ReOCl3(PPh3)2] towards substituted anilines

Olivera Cvetkovic; Johannes Theiner; Mariusz J. Wolff; Kai C. Hultzsch

doi:10.1002/zaac.202400007

Reactivity of [ReOCl₃(PPh₃)₂] towards substituted anilines

Olivera Cvetkovic
, Johannes Theiner
, Mariusz J. Wolff (Corresponding author)
, Kai C. Hultzsch (Corresponding author)

Publications: Contribution to journal › Article › Peer Reviewed

Abstract

The reactivity of [ReOCl₃(PPh₃)₂] towards o-toluidine, m-toluidine, o-fluoroaniline, m-fluoroaniline, p-bromoaniline, p-chloroaniline and p-anisidine was examined and novel rhenium(V) imido complexes [Re(NC₆H₄R)Cl₃(PPh₃)₂] (R=o-Me, m-Me, o-F, m-F, p-Cl, p-Br, p-OMe) were obtained. The resulting products were characterized by elemental analysis, electrospray ionization high-resolution mass spectrometry (ESI-HRMS), ¹H, ¹³C{¹H}, ¹⁹F and ³¹P{¹H} NMR, FT-IR spectroscopy, and X-ray crystallography. For m-toluidine, m-fluroaniline and p-chloroaniline, the rhenium(V) imido-amino mononuclear [Re(NC₆H₄R)Cl₃(H₂NC₆H₄R)(PPh₃)] (R=m-F, p-Cl) complexes and the binuclear [{Re(m-NC₆H₄Me)Cl₂(m-H₂NC₆H₄Me)(PPh₃)}₂O] complex were isolated as side products and characterized by X-ray crystallography. All six-coordinate rhenium(V) complexes display distorted octahedral coordination geometry.

Original language	English
Article number	e202400007
Journal	Zeitschrift fur Anorganische und Allgemeine Chemie
Volume	650
Issue number	7
DOIs	https://doi.org/10.1002/zaac.202400007
Publication status	Published - 2 Apr 2024

Austrian Fields of Science 2012

104003 Inorganic chemistry
104017 Physical chemistry

Keywords

aniline derivatives
imido complexes
rhenium
X-ray diffraction

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10.1002/zaac.202400007Licence: CC BY-NC-ND 4.0

https://phaidra.univie.ac.at/o:2082994Licence: CC BY-NC-ND 4.0

Cite this

@article{278255cb1eb64328a2866aa4a85aad8c,

title = "Reactivity of [ReOCl3(PPh3)2] towards substituted anilines",

abstract = "The reactivity of [ReOCl3(PPh3)2] towards o-toluidine, m-toluidine, o-fluoroaniline, m-fluoroaniline, p-bromoaniline, p-chloroaniline and p-anisidine was examined and novel rhenium(V) imido complexes [Re(NC6H4R)Cl3(PPh3)2] (R=o-Me, m-Me, o-F, m-F, p-Cl, p-Br, p-OMe) were obtained. The resulting products were characterized by elemental analysis, electrospray ionization high-resolution mass spectrometry (ESI-HRMS), 1H, 13C\{1H\}, 19F and 31P\{1H\} NMR, FT-IR spectroscopy, and X-ray crystallography. For m-toluidine, m-fluroaniline and p-chloroaniline, the rhenium(V) imido-amino mononuclear [Re(NC6H4R)Cl3(H2NC6H4R)(PPh3)] (R=m-F, p-Cl) complexes and the binuclear [\{Re(m-NC6H4Me)Cl2(m-H2NC6H4Me)(PPh3)\}2O] complex were isolated as side products and characterized by X-ray crystallography. All six-coordinate rhenium(V) complexes display distorted octahedral coordination geometry.",

keywords = "aniline derivatives, imido complexes, rhenium, X-ray diffraction",

author = "Olivera Cvetkovic and Johannes Theiner and Wolff, \{Mariusz J.\} and Hultzsch, \{Kai C.\}",

note = "Publisher Copyright: {\textcopyright} 2024 The Authors. Zeitschrift f{\"u}r anorganische und allgemeine Chemie published by Wiley-VCH GmbH. Accession Number WOS:001176731100001 ",

year = "2024",

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doi = "10.1002/zaac.202400007",

language = "English",

volume = "650",

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T1 - Reactivity of [ReOCl3(PPh3)2] towards substituted anilines

AU - Cvetkovic, Olivera

AU - Theiner, Johannes

AU - Wolff, Mariusz J.

AU - Hultzsch, Kai C.

PY - 2024/4/2

Y1 - 2024/4/2

N2 - The reactivity of [ReOCl3(PPh3)2] towards o-toluidine, m-toluidine, o-fluoroaniline, m-fluoroaniline, p-bromoaniline, p-chloroaniline and p-anisidine was examined and novel rhenium(V) imido complexes [Re(NC6H4R)Cl3(PPh3)2] (R=o-Me, m-Me, o-F, m-F, p-Cl, p-Br, p-OMe) were obtained. The resulting products were characterized by elemental analysis, electrospray ionization high-resolution mass spectrometry (ESI-HRMS), 1H, 13C{1H}, 19F and 31P{1H} NMR, FT-IR spectroscopy, and X-ray crystallography. For m-toluidine, m-fluroaniline and p-chloroaniline, the rhenium(V) imido-amino mononuclear [Re(NC6H4R)Cl3(H2NC6H4R)(PPh3)] (R=m-F, p-Cl) complexes and the binuclear [{Re(m-NC6H4Me)Cl2(m-H2NC6H4Me)(PPh3)}2O] complex were isolated as side products and characterized by X-ray crystallography. All six-coordinate rhenium(V) complexes display distorted octahedral coordination geometry.

AB - The reactivity of [ReOCl3(PPh3)2] towards o-toluidine, m-toluidine, o-fluoroaniline, m-fluoroaniline, p-bromoaniline, p-chloroaniline and p-anisidine was examined and novel rhenium(V) imido complexes [Re(NC6H4R)Cl3(PPh3)2] (R=o-Me, m-Me, o-F, m-F, p-Cl, p-Br, p-OMe) were obtained. The resulting products were characterized by elemental analysis, electrospray ionization high-resolution mass spectrometry (ESI-HRMS), 1H, 13C{1H}, 19F and 31P{1H} NMR, FT-IR spectroscopy, and X-ray crystallography. For m-toluidine, m-fluroaniline and p-chloroaniline, the rhenium(V) imido-amino mononuclear [Re(NC6H4R)Cl3(H2NC6H4R)(PPh3)] (R=m-F, p-Cl) complexes and the binuclear [{Re(m-NC6H4Me)Cl2(m-H2NC6H4Me)(PPh3)}2O] complex were isolated as side products and characterized by X-ray crystallography. All six-coordinate rhenium(V) complexes display distorted octahedral coordination geometry.

KW - aniline derivatives

KW - imido complexes

KW - rhenium

KW - X-ray diffraction

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