Steric and electronic factors influencing the amounts of .mu.-alkylidyne and .mu.-alkenyl products obtained from reaction of diiron methylidyne complexes with alkenes

Casey, Charles P.; Meszaros, Mark W.; Colborn, Robert E.; Roddick, Dean M.; Miles, William H.; Gohdes, Mark A.

doi:10.1021/om00140a021

Cited by 11 publications

(1 citation statement)

References 3 publications

(10 reference statements)

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“…Cyclopentadienyl ligands often act as spectators in organometallic chemistry, therefore the formation of stable cyclopentadiene derivatives (Scheme c) evidences the relative inertness of the carbyne carbon in 1 , reflecting the partial iminium character of the C–N bond . Accordingly, mixed aminoalkylidyne–alkoxyalkylidene complexes 7 , obtained by treatment of 5 with alkylating agents (Scheme f), undergo nucleophilic additions almost exclusively at the alkoxycarbene moiety ,.…”

Section: Reactivity Of Aminoalkylidyne Complexesmentioning

confidence: 99%

Constructing Organometallic Architectures from Aminoalkylidyne Diiron Complexes

Marchetti

2018

Eur J Inorg Chem

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The chemistry of diiron complexes has seen a recent renaissance, due to the prominent role played by the element iron in the development of sustainable synthetic processes and the cooperative effects provided by two metal centers working in concert, that is a concept amazingly exploited by Nature. Aminoalkylidyne derivatives of [Fe 2 Cp 2 (CO) 4 ] are a convenient scaffold to grow organic fragments; in particular, the facile re-[a] received his PhD degree in Chemistry from the University of Bologna in 2003, then he moved to the University of Pisa in 2006, where he is currently Professor of Inorganic Chemistry. He has co-authored over 150 papers in international journals, dealing with several aspects of the coordination chemistry of transition metal compounds. He was awarded the Nasini Prize by the Italian Chemical Society in 2014, for his contribution to the chemistry of group 5 and 6 metal compounds and to the exploration of unconventional modes of metal mediated C-C bond formation. 3990 Scheme 7. Coupling of isocyanide ligands promoted by acetylide addition to aminoalkylidyne complexes. (a) R = Xyl, R′ = Ph; R = Xyl, R′ = 4-C 6 H 4 Me; R = Me, R′ = Ph. (b) γ-Al 2 O 3 , R′ = SiMe 3 . [51]Eur. 3991Scheme 8. Base-assisted coupling of aminoalkylidyne ligand (R = Me, Xyl or 4-C 6 H 4 OMe) with (a) alkenes (R′ = H, R′′ = CN, CO 2 Me, Ph; R′ = R′′ = CO 2 Et) [53] and (b) allenes (R′ = R′′ = Me; R′ = Me, CO 2 Et, R′′ = H). [54] Scheme 9. Synthesis of vinyliminium complexes via alkyne insertion into Fe-μ-carbyne bond. Inset: possible forms of isomerism. [61][62][63] Eur.

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Section: Reactivity Of Aminoalkylidyne Complexesmentioning

confidence: 99%

Constructing Organometallic Architectures from Aminoalkylidyne Diiron Complexes

Marchetti

2018

Eur J Inorg Chem

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Methoden zur Synthese von (μ‐Kohlenwasserstoff)‐Übergangsmetallkomplexen ohne Metall‐Metall‐Bindung

Beck¹,

Niemer²,

Wieser³

1993

Angewandte Chemie

113

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Professor Heinrich Nijth zum 65. Gehurtsfag gewidmetUbergangsmetallkomplexe rnit Kohlenwasserstoffen als o,o-, o,z-oder n,n-gebundene Brukkenliganden sind zur Zeit von grol3em Interesse. In diesem Aufsatz werden effiziente und gezielte Synthesen fur diese Verbindungen, die haufig asthetische Strukturen aufweisen, vorgestellt. Bei diesen Reaktionen begegnen wir den wichtigsten Reaktionstypen in der modernen metallorganischen Chemie. Sie konnen eine nutzliche Hilfe zur Synthese maRgeschneiderter Verbindungen, 2.B. von Modellkomplexen fur katalytische Prozesse, sein, insbesondere auch zum gezielten Aufbau von Heterometallverbindungen. Reaktionen von elektrophilen mit nucleophilen Komplexen, zahlreiche Umsetzungen von (funktionalisierten) Kohlenwasserstoffen rnit Metallkomplexen, die zur Zeit besonders aktuellen Komplexe rnit Acetylid-und Carbidobrucken sowie metallorganische Polymere, von denen man vorteilhafte Materialeigenschaften erwarten kann, werden behandelt. Die Bedeutung dieser Komplexe hat Chisholm['l wie folgt formuliert : ,,Central to the development of polynuclear and cluster chemistry are bridging ligands and central to organometallic chemistry are metal-carbon bonds. Thus, bridging hydrocarbyl ligands hold a pivotal position in the development of dinuclear and polynuclear organometallic chemistry".

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Methods for the Synthesis of μ‐Hydrocarbon Transition Metal Complexes without Metal–Metal Bonds

Beck¹,

Niemer²,

Wieser³

1993

Angew. Chem. Int. Ed. Engl.

310

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Transition metal complexes in which hydrocarbons serve as o,o-, o,n-, or K,n-bound bridging ligands are currently of great interest. This review presents efficient and directed syntheses for such compounds, which often have very aesthetic structures. These reactions are among the most important reaction types in modern organometallic chemistry. They can be a useful aid for the synthesis of tailor-made compounds, for example, for models of catalytic processes and, specifically, for the construction of heterometallic compounds. We will discuss reactions of electrophilic complexes with nucleophilic ones, numerous transformations of (functionalized) hydrocarbons with metal complexes, the currently very topical complexes with bridging acetylide and carbide ligands, and organometallic polymers, which can be expected to have interesting and novel materials properties. Chisholm"] has described the importance of these complexes as follows: "Central to the development of polynuclear and cluster chemistry are bridging kgands and central to organometallic chemistry are metal-carbon bonds. Thus bridging ligands hold a pivotal role in the development of dinuclear and polynuclear organometallic chemistry".

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Steric and electronic factors influencing the amounts of .mu.-alkylidyne and .mu.-alkenyl products obtained from reaction of diiron methylidyne complexes with alkenes

Cited by 11 publications

References 3 publications

Constructing Organometallic Architectures from Aminoalkylidyne Diiron Complexes

Constructing Organometallic Architectures from Aminoalkylidyne Diiron Complexes

Methoden zur Synthese von (μ‐Kohlenwasserstoff)‐Übergangsmetallkomplexen ohne Metall‐Metall‐Bindung

Methods for the Synthesis of μ‐Hydrocarbon Transition Metal Complexes without Metal–Metal Bonds

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