Reaction of o-aminophenol and o-aminobenzyl alcohol with palladium(II) bis(isocyanide) complexes

M. A. Kinzhalov, G. L. Starova, M. Haukka, V. P. Boyarskii

Research output

4 Citations (Scopus)

Abstract

Reactions of palladium(II) bis-isocyanide complexes cis-[PdCl2(CNR)(2)] (R = 2,6-Me2C6H3, 2-Me-6-ClC6H3) with an equimolar amount of chelating N,O-binucleophiles, 2-aminophenol and (2-aminophenyl)-methanol, in acetonitrile at room temperature in 24 h selectively afforded the corresponding open-chain monocarbene complexes. The complexation involved one isocyanide ligand and amino group of the aromatic amine. Neither bis(carbene) complexes (in the reactions with 4 equiv of the nucleophile under harsh conditions) nor C,O-chelate structures were detected. The isolated complexes were characterized by elemental analyses, IR, NMR, and mass spectra, and X-ray diffraction data.

Original languageEnglish
Pages (from-to)2350-2355
Number of pages6
JournalRussian Journal of General Chemistry
Volume86
Issue number10
DOIs
Publication statusPublished - Oct 2016

Cite this

@article{1732e0785fc0495da02e0edbaecfbedb,
title = "Reaction of o-aminophenol and o-aminobenzyl alcohol with palladium(II) bis(isocyanide) complexes",
abstract = "Reactions of palladium(II) bis-isocyanide complexes cis-[PdCl2(CNR)(2)] (R = 2,6-Me2C6H3, 2-Me-6-ClC6H3) with an equimolar amount of chelating N,O-binucleophiles, 2-aminophenol and (2-aminophenyl)-methanol, in acetonitrile at room temperature in 24 h selectively afforded the corresponding open-chain monocarbene complexes. The complexation involved one isocyanide ligand and amino group of the aromatic amine. Neither bis(carbene) complexes (in the reactions with 4 equiv of the nucleophile under harsh conditions) nor C,O-chelate structures were detected. The isolated complexes were characterized by elemental analyses, IR, NMR, and mass spectra, and X-ray diffraction data.",
keywords = "acyclic diaminocarbenes, palladium bis(isocyanide) complexes, metal-promoted reaction, N,O-polynucleophiles, COPPER-FREE, DIAMINOCARBENE COMPLEXES, ACYCLIC DIAMINOCARBENES, AMINOCARBENE COMPLEXES, ISOCYANIDE COMPLEXES, EFFICIENT CATALYSTS, SONOGASHIRA, ISONITRILES, LIGANDS, MECHANISM",
author = "Kinzhalov, {M. A.} and Starova, {G. L.} and M. Haukka and Boyarskii, {V. P.}",
year = "2016",
month = "10",
doi = "10.1134/S1070363216100170",
language = "Английский",
volume = "86",
pages = "2350--2355",
journal = "Russian Journal of General Chemistry",
issn = "1070-3632",
publisher = "МАИК {"}Наука/Интерпериодика{"}",
number = "10",

}

Reaction of o-aminophenol and o-aminobenzyl alcohol with palladium(II) bis(isocyanide) complexes. / Kinzhalov, M. A.; Starova, G. L.; Haukka, M.; Boyarskii, V. P.

In: Russian Journal of General Chemistry, Vol. 86, No. 10, 10.2016, p. 2350-2355.

Research output

TY - JOUR

T1 - Reaction of o-aminophenol and o-aminobenzyl alcohol with palladium(II) bis(isocyanide) complexes

AU - Kinzhalov, M. A.

AU - Starova, G. L.

AU - Haukka, M.

AU - Boyarskii, V. P.

PY - 2016/10

Y1 - 2016/10

N2 - Reactions of palladium(II) bis-isocyanide complexes cis-[PdCl2(CNR)(2)] (R = 2,6-Me2C6H3, 2-Me-6-ClC6H3) with an equimolar amount of chelating N,O-binucleophiles, 2-aminophenol and (2-aminophenyl)-methanol, in acetonitrile at room temperature in 24 h selectively afforded the corresponding open-chain monocarbene complexes. The complexation involved one isocyanide ligand and amino group of the aromatic amine. Neither bis(carbene) complexes (in the reactions with 4 equiv of the nucleophile under harsh conditions) nor C,O-chelate structures were detected. The isolated complexes were characterized by elemental analyses, IR, NMR, and mass spectra, and X-ray diffraction data.

AB - Reactions of palladium(II) bis-isocyanide complexes cis-[PdCl2(CNR)(2)] (R = 2,6-Me2C6H3, 2-Me-6-ClC6H3) with an equimolar amount of chelating N,O-binucleophiles, 2-aminophenol and (2-aminophenyl)-methanol, in acetonitrile at room temperature in 24 h selectively afforded the corresponding open-chain monocarbene complexes. The complexation involved one isocyanide ligand and amino group of the aromatic amine. Neither bis(carbene) complexes (in the reactions with 4 equiv of the nucleophile under harsh conditions) nor C,O-chelate structures were detected. The isolated complexes were characterized by elemental analyses, IR, NMR, and mass spectra, and X-ray diffraction data.

KW - acyclic diaminocarbenes

KW - palladium bis(isocyanide) complexes

KW - metal-promoted reaction

KW - N,O-polynucleophiles

KW - COPPER-FREE

KW - DIAMINOCARBENE COMPLEXES

KW - ACYCLIC DIAMINOCARBENES

KW - AMINOCARBENE COMPLEXES

KW - ISOCYANIDE COMPLEXES

KW - EFFICIENT CATALYSTS

KW - SONOGASHIRA

KW - ISONITRILES

KW - LIGANDS

KW - MECHANISM

U2 - 10.1134/S1070363216100170

DO - 10.1134/S1070363216100170

M3 - статья

VL - 86

SP - 2350

EP - 2355

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

SN - 1070-3632

IS - 10

ER -