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All-Carbon-Substituted Allenylidene and Related Cumulenylidene Ligands

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Transition Metal Complexes of Neutral eta1-Carbon Ligands

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 30))

Abstract

Allenylidene complexes have gained considerable significance in the context of transition-metal carbene chemistry due to their potential applications in organic synthesis. The aim of this chapter is to draw together a general presentation of the most efficient synthetic routes, the main structural features and reactivity patterns, as well as current applications in homogeneous catalysis, of all-carbon-substituted allenylidenes and related cumulenylidene complexes containing an odd number of carbon atoms.

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Abbreviations

16-TCM:

1,5,9,13-Tetramethyl-1,5,9,13-tetraazacyclohexadecane

Ad:

1-Adamantyl

ArF :

3,5-Bis(trifluoromethyl)phenyl

bdmpza:

Bis(3,5-dimethylpyrazol-1-yl)acetate

BINAP:

2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl

depe:

1,2-Bis(diethylphosphino)ethane

dippe:

1,2-Bis(diisopropylphosphino)ethane

dmpe:

1,2-Bis(dimethylphosphino)ethane

dmPy:

Dimethylpyrazole

dppe:

1,2-Bis(diphenylphosphino)ethane

dppf:

1,1′-Bis(diphenylphosphino)ferrocene

dppm:

Bis(diphenylphosphino)methane

Fc:

Ferrocenyl

H2IMes:

1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene

IMes:

1,3-Dimesitylimidazol-2-ylidene

IPr:

1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene

i-Pr-pybox:

2,6-Bis[4′-isopropyloxazolin-2′-yl]pyridine

prophos:

1,2-Bis(diphenylphosphino)propane

TFB:

Tetrafluorobenzobarrelene

Tp:

Tris(pyrazolyl)borate

TPPMS:

(3-Sulfonatophenyl)diphenylphosphine sodium salt

triphos:

1,1,1-Tris(diphenylphosphinomethyl)ethane

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Acknowledgments

Financial support by the Ministerio de Educación y Ciencia (MEC) of Spain (Projects CTQ2006-08485/BQU and Consolider Ingenio 2010 (CSD2007-00006)) and the Gobierno del Principado de Asturias (FICYT Project IB08-036) is gratefully acknowledged. S.-E.G.G. also thanks MEC and the European Social Fund for the award of a “Ramón y Cajal” contract.

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  1. Departamento de Química Orgánica e Inorgánica, IUQOEM-CSIC, Facultad de Química, Universidad de Oviedo, E-33071, Oviedo, Spain

    Victorio Cadierno & Sergio E. García-Garrido

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  1. Victorio Cadierno
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  2. Sergio E. García-Garrido
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Correspondence to Victorio Cadierno .

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  1. CNRS, Université Toulouse III, route de Narbonne 205 , Toulouse CX 4, 31077, France

    Remi Chauvin

  2. CNRS, Université Toulouse III, route de Narbonne 205 , Toulouse CX 4, 31077, France

    Yves Canac

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Dedicated to Prof. Pierre H. Dixneuf in recognition of his outstanding contributions to this field

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Cadierno, V., García-Garrido, S.E. (2010). All-Carbon-Substituted Allenylidene and Related Cumulenylidene Ligands. In: Chauvin, R., Canac, Y. (eds) Transition Metal Complexes of Neutral eta1-Carbon Ligands. Topics in Organometallic Chemistry, vol 30. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-04722-0_6

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