Stoichiometric carbon-carbon bond formation mediated by well defined Nb(III) complexes Dedicated to Professor John E. Bercaw, for his deep and wide-ranging contributions to organometallic chemistry and catalysis.

Thomas L. Gianetti; Robert G. Bergman; John Arnold

doi:10.1016/j.poly.2014.05.031

Stoichiometric carbon-carbon bond formation mediated by well defined Nb(III) complexes Dedicated to Professor John E. Bercaw, for his deep and wide-ranging contributions to organometallic chemistry and catalysis.

Thomas L. Gianetti
, Robert G. Bergman
, John Arnold

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

14 Scopus citations

Abstract

The discovery of a Nb-mediated double coupling of terminal alkynes and carbon monoxide is reported. The Nb(III) complex (BDI)Nb(N^tBu)(CO)₂ reacts with two equivalents of t-butylacetylene to form a metal-bound yne-one-ene moiety resulting from coupling of CO to two equivalents of the terminal alkyne. Additionally, Z-alkene and α,β-unsaturated imine formation from hydrogenolysis of an internal alkyne bound complex in the presence of an isocyanide ligand is described. ¹H NMR spectroscopy and synthesis of a bromide analog support the involvement of an alkenyl iminyl ligand intermediate.

Original language	English (US)
Pages (from-to)	19-23
Number of pages	5
Journal	Polyhedron
Volume	84
DOIs	https://doi.org/10.1016/j.poly.2014.05.031
State	Published - Dec 14 2014
Externally published	Yes

Keywords

C-C bond formation
Imido
Niobium
X-ray crystallography
synthesis

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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Stoichiometric carbon-carbon bond formation mediated by well defined Nb(III) complexes Dedicated to Professor John E. Bercaw, for his deep and wide-ranging contributions to organometallic chemistry and catalysis. / Gianetti, Thomas L.; Bergman, Robert G.; Arnold, John.
In: Polyhedron, Vol. 84, 14.12.2014, p. 19-23.

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

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abstract = "The discovery of a Nb-mediated double coupling of terminal alkynes and carbon monoxide is reported. The Nb(III) complex (BDI)Nb(NtBu)(CO)2 reacts with two equivalents of t-butylacetylene to form a metal-bound yne-one-ene moiety resulting from coupling of CO to two equivalents of the terminal alkyne. Additionally, Z-alkene and α,β-unsaturated imine formation from hydrogenolysis of an internal alkyne bound complex in the presence of an isocyanide ligand is described. 1H NMR spectroscopy and synthesis of a bromide analog support the involvement of an alkenyl iminyl ligand intermediate.",

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AU - Gianetti, Thomas L.

AU - Bergman, Robert G.

AU - Arnold, John

PY - 2014/12/14

Y1 - 2014/12/14

N2 - The discovery of a Nb-mediated double coupling of terminal alkynes and carbon monoxide is reported. The Nb(III) complex (BDI)Nb(NtBu)(CO)2 reacts with two equivalents of t-butylacetylene to form a metal-bound yne-one-ene moiety resulting from coupling of CO to two equivalents of the terminal alkyne. Additionally, Z-alkene and α,β-unsaturated imine formation from hydrogenolysis of an internal alkyne bound complex in the presence of an isocyanide ligand is described. 1H NMR spectroscopy and synthesis of a bromide analog support the involvement of an alkenyl iminyl ligand intermediate.

AB - The discovery of a Nb-mediated double coupling of terminal alkynes and carbon monoxide is reported. The Nb(III) complex (BDI)Nb(NtBu)(CO)2 reacts with two equivalents of t-butylacetylene to form a metal-bound yne-one-ene moiety resulting from coupling of CO to two equivalents of the terminal alkyne. Additionally, Z-alkene and α,β-unsaturated imine formation from hydrogenolysis of an internal alkyne bound complex in the presence of an isocyanide ligand is described. 1H NMR spectroscopy and synthesis of a bromide analog support the involvement of an alkenyl iminyl ligand intermediate.

KW - C-C bond formation

KW - Imido

KW - Niobium

KW - X-ray crystallography

KW - synthesis

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DO - 10.1016/j.poly.2014.05.031

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JO - Polyhedron

JF - Polyhedron

ER -

Stoichiometric carbon-carbon bond formation mediated by well defined Nb(III) complexes Dedicated to Professor John E. Bercaw, for his deep and wide-ranging contributions to organometallic chemistry and catalysis.

Abstract

Keywords

ASJC Scopus subject areas

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