Reactivity of the amido complex [Re(NHpTol)(CO)(3)(bipy)] toward neutral organic electrophiles

E Hevia, J Perez, V Riera

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

The amido complex [Re(NHpTol)(CO)(3)(bipy)] (1) reacts with pTolNCS and with Ph2CCO giving the products of the insertion of these heterocumulenes into the Re-N and N-H bonds, the complexes [Re{SC(NpTol)(NHpTol)}(CO)(3)(bipy)] (2) and [Re{N(pTol)C(O)CHPh2}(CO)(3)-(bipy)] (3), respectively. The reaction of 1 with activated acetylenes containing at least one alkoxycarbonyl group afforded the compounds [Re{N(pTol)C(R')C(R)C(OH)}(CO)(3)(bipy)] (4a-c). The formation of the metallacycle present in these compounds involves the activation of one of the carbonyl ligands of 1. The structures of the complexes 2, 3, and 4b have been determined by single-crystal X-ray diffraction. C-13 NMR and crystallographic data indicate that the metal-bonded carbon atom of the metallacycle possesses carbene character.

LanguageEnglish
Pages257-263
Number of pages7
JournalOrganometallics
Volume22
Issue number2
DOIs
Publication statusPublished - 20 Jan 2003

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carbenes
Carbon Monoxide
acetylene
insertion
reactivity
activation
nuclear magnetic resonance
ligands
carbon
single crystals
products
diffraction
metals
atoms
x rays
Alkynes
Carbon
Metals
Chemical activation
Nuclear magnetic resonance

Keywords

  • insertion reactions
  • aryloxide complexes
  • hybride complexes
  • bonds
  • alkoxide
  • alkynes

Cite this

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title = "Reactivity of the amido complex [Re(NHpTol)(CO)(3)(bipy)] toward neutral organic electrophiles",
abstract = "The amido complex [Re(NHpTol)(CO)(3)(bipy)] (1) reacts with pTolNCS and with Ph2CCO giving the products of the insertion of these heterocumulenes into the Re-N and N-H bonds, the complexes [Re{SC(NpTol)(NHpTol)}(CO)(3)(bipy)] (2) and [Re{N(pTol)C(O)CHPh2}(CO)(3)-(bipy)] (3), respectively. The reaction of 1 with activated acetylenes containing at least one alkoxycarbonyl group afforded the compounds [Re{N(pTol)C(R')C(R)C(OH)}(CO)(3)(bipy)] (4a-c). The formation of the metallacycle present in these compounds involves the activation of one of the carbonyl ligands of 1. The structures of the complexes 2, 3, and 4b have been determined by single-crystal X-ray diffraction. C-13 NMR and crystallographic data indicate that the metal-bonded carbon atom of the metallacycle possesses carbene character.",
keywords = "insertion reactions, aryloxide complexes, hybride complexes, bonds, alkoxide, alkynes",
author = "E Hevia and J Perez and V Riera",
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day = "20",
doi = "10.1021/om020667",
language = "English",
volume = "22",
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Reactivity of the amido complex [Re(NHpTol)(CO)(3)(bipy)] toward neutral organic electrophiles. / Hevia, E ; Perez, J ; Riera, V .

In: Organometallics, Vol. 22, No. 2, 20.01.2003, p. 257-263.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Reactivity of the amido complex [Re(NHpTol)(CO)(3)(bipy)] toward neutral organic electrophiles

AU - Hevia, E

AU - Perez, J

AU - Riera, V

PY - 2003/1/20

Y1 - 2003/1/20

N2 - The amido complex [Re(NHpTol)(CO)(3)(bipy)] (1) reacts with pTolNCS and with Ph2CCO giving the products of the insertion of these heterocumulenes into the Re-N and N-H bonds, the complexes [Re{SC(NpTol)(NHpTol)}(CO)(3)(bipy)] (2) and [Re{N(pTol)C(O)CHPh2}(CO)(3)-(bipy)] (3), respectively. The reaction of 1 with activated acetylenes containing at least one alkoxycarbonyl group afforded the compounds [Re{N(pTol)C(R')C(R)C(OH)}(CO)(3)(bipy)] (4a-c). The formation of the metallacycle present in these compounds involves the activation of one of the carbonyl ligands of 1. The structures of the complexes 2, 3, and 4b have been determined by single-crystal X-ray diffraction. C-13 NMR and crystallographic data indicate that the metal-bonded carbon atom of the metallacycle possesses carbene character.

AB - The amido complex [Re(NHpTol)(CO)(3)(bipy)] (1) reacts with pTolNCS and with Ph2CCO giving the products of the insertion of these heterocumulenes into the Re-N and N-H bonds, the complexes [Re{SC(NpTol)(NHpTol)}(CO)(3)(bipy)] (2) and [Re{N(pTol)C(O)CHPh2}(CO)(3)-(bipy)] (3), respectively. The reaction of 1 with activated acetylenes containing at least one alkoxycarbonyl group afforded the compounds [Re{N(pTol)C(R')C(R)C(OH)}(CO)(3)(bipy)] (4a-c). The formation of the metallacycle present in these compounds involves the activation of one of the carbonyl ligands of 1. The structures of the complexes 2, 3, and 4b have been determined by single-crystal X-ray diffraction. C-13 NMR and crystallographic data indicate that the metal-bonded carbon atom of the metallacycle possesses carbene character.

KW - insertion reactions

KW - aryloxide complexes

KW - hybride complexes

KW - bonds

KW - alkoxide

KW - alkynes

U2 - 10.1021/om020667

DO - 10.1021/om020667

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JO - Organometallics

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