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- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Synthesis_(Shea)/02%3A_Transition_Metal_Catalyzed_Carbon-Carbon_Bond_Forming_Reactions/2.01%3A_Introduction_to_Transition_Metals_and_Mechanistic_StepsThis chapter introduces concepts of bonding, oxidation state, and electron counting for organometallic transition metal complexes. It also covers fundamental mechanistic steps like oxidative addition,...This chapter introduces concepts of bonding, oxidation state, and electron counting for organometallic transition metal complexes. It also covers fundamental mechanistic steps like oxidative addition, transmetallation, reductive elimination, migratory insertion, and beta-hydrogen elimination.
- https://chem.libretexts.org/Courses/Ripon_College/CHM_321%3A_Inorganic_Chemistry/06%3A_Organometallic_Chemistry/6.06%3A_Metal-Carbon_Bonds/6.6.01%3A_Metal_AlkylsMetal alkyls feature a metal-carbon σ bond and are usually actor ligands, although some alkyl ligands behave as spectators. Our aim will be to understand the general dependence of the behavior of alky...Metal alkyls feature a metal-carbon σ bond and are usually actor ligands, although some alkyl ligands behave as spectators. Our aim will be to understand the general dependence of the behavior of alkyl ligands on the metal center and the ligand’s substituents. Using this knowledge, we can make meaningful comparisons between related metal alkyl complexes and educated predictions about their likely behavior.
- https://chem.libretexts.org/Courses/Centre_College/CHE_332%3A_Inorganic_Chemistry/11%3A_Organometallic_Reactions_and_Catalysis/11.01%3A_Reactions_Involving_Gain_or_Loss_of_Ligands/11.1.02%3A_Oxidative_AdditionWe can verify that the addition of the hydrido ligands oxidized the metal by determining the oxidation number of the metal before and after the reaction. In an oxidative addition with an alkyne for ex...We can verify that the addition of the hydrido ligands oxidized the metal by determining the oxidation number of the metal before and after the reaction. In an oxidative addition with an alkyne for example, the alkyne binds side-on to the transition metal under the formation of two metal-C single bonds, and the reduction of the bond order within the alkyne from 3 to 2 (Fig. \PageIndex{4}).
- https://chem.libretexts.org/Courses/Saint_Marys_College_Notre_Dame_IN/CHEM_431%3A_Inorganic_Chemistry_(Haas)/CHEM_431_Readings/19%3A_Organometallic_Bonding_(Epic_Ligand_Survey)/19.08%3A_Metal_AlkylsMetal alkyls feature a metal-carbon σ bond and are usually actor ligands, although some alkyl ligands behave as spectators. Our aim will be to understand the general dependence of the behavior of alky...Metal alkyls feature a metal-carbon σ bond and are usually actor ligands, although some alkyl ligands behave as spectators. Our aim will be to understand the general dependence of the behavior of alkyl ligands on the metal center and the ligand’s substituents. Using this knowledge, we can make meaningful comparisons between related metal alkyl complexes and educated predictions about their likely behavior.
- https://chem.libretexts.org/Courses/Saint_Marys_College_Notre_Dame_IN/CHEM_431%3A_Inorganic_Chemistry_(Haas)/CHEM_431_Readings/19%3A_Organometallic_Bonding_(Epic_Ligand_Survey)/19.07%3A_Metal_HydridesMetal-hydrogen bonds are ubiquitous X-type ligands in organometallic chemistry. There is much more than meets the eye to most M-H bonds: although they’re simple to draw, they vary enormously in polari...Metal-hydrogen bonds are ubiquitous X-type ligands in organometallic chemistry. There is much more than meets the eye to most M-H bonds: although they’re simple to draw, they vary enormously in polarization and pKa. They may be acidic or hydridic or both, depending on the nature of the metal center and the reaction conditions. In this post, we’ll develop some heuristics for predicting the behavior of M-H bonds and discuss their major modes of reactivity.
- https://chem.libretexts.org/Courses/Tennessee_State_University/CHEM_4210%3A_Inorganic_Chem_II_(Siddiquee)/06%3A_Catalysis/6.04%3A_Survey_of_Organometallic_Ligands/6.4.03%3A_Hydrides_and_Dihydrogen_ComplexesMetal-hydrogen bonds are ubiquitous X-type ligands in organometallic chemistry. There is much more than meets the eye to most M-H bonds: although they’re simple to draw, they vary enormously in polari...Metal-hydrogen bonds are ubiquitous X-type ligands in organometallic chemistry. There is much more than meets the eye to most M-H bonds: although they’re simple to draw, they vary enormously in polarization and pKa. They may be acidic or hydridic or both, depending on the nature of the metal center and the reaction conditions. In this post, we’ll develop some heuristics for predicting the behavior of M-H bonds and discuss their major modes of reactivity.
- https://chem.libretexts.org/Courses/Ursinus_College/CHEM322%3A_Inorganic_Chemistry/10%3A_Organometallic_Chemistry/10.02%3A_Organometallic_Reactions/10.2.02%3A_Oxidative_AdditionHow important are oxidative additions? Very. The addition of dihydrogen (H2) is an important step in catalytic hydrogenation reactions. Organometallic C–H activations depend on oxidative additions of ...How important are oxidative additions? Very. The addition of dihydrogen (H2) is an important step in catalytic hydrogenation reactions. Organometallic C–H activations depend on oxidative additions of C–H bonds. In a fundamental sense, oxidative additions of organic compounds are commonly used to establish critical metal-carbon bonds.
- https://chem.libretexts.org/Bookshelves/Inorganic_Chemistry/Organometallic_Chemistry_(Evans)/04%3A_Fundamentals_of_Organometallic_Chemistry/4.11%3A_Reductive_Elimination-_General_IdeasMy favorite analogy for microscopic reversibility is the video game Braid, in which “resurrection is the microscopic reverse of death.” The player can reverse time to “undo” death; viewed from the for...My favorite analogy for microscopic reversibility is the video game Braid, in which “resurrection is the microscopic reverse of death.” The player can reverse time to “undo” death; viewed from the forward direction, “undoing death” is better called “resurrection.” Chemically, reductive elimination and oxidative addition share the same reaction coordinate. During reductive elimination, the electrons in the M–X bond head toward ligand Y, and the electrons in M–Y head to the metal.
- https://chem.libretexts.org/Bookshelves/Inorganic_Chemistry/Organometallic_Chemistry_(Evans)/04%3A_Fundamentals_of_Organometallic_Chemistry/4.09%3A_Oxidative_Addition_of_Polar_ReagentsRadicals are sometimes thought of as the bucking broncos of the chemistry world, and as such, radical mechanisms for oxidative additions are more difficult to control and less appealing. Most of the t...Radicals are sometimes thought of as the bucking broncos of the chemistry world, and as such, radical mechanisms for oxidative additions are more difficult to control and less appealing. Most of the trends and mechanisms associated with reductive elimination are simply the opposite of those for oxidative addition, so our discussions of reductive elimination will be fairly short.
- https://chem.libretexts.org/Courses/East_Tennessee_State_University/CHEM_4110%3A_Advanced_Inorganic_Chemistry/10%3A_Organometallic_Chemistry/10.02%3A_Nomenclature_Ligands_and_Classification/10.2.03%3A_Metal-Carbon_Bonds/10.2.3.01%3A_Metal_AlkylsMetal alkyls feature a metal-carbon σ bond and are usually actor ligands, although some alkyl ligands behave as spectators. Our aim will be to understand the general dependence of the behavior of alky...Metal alkyls feature a metal-carbon σ bond and are usually actor ligands, although some alkyl ligands behave as spectators. Our aim will be to understand the general dependence of the behavior of alkyl ligands on the metal center and the ligand’s substituents. Using this knowledge, we can make meaningful comparisons between related metal alkyl complexes and educated predictions about their likely behavior.
- https://chem.libretexts.org/Bookshelves/Inorganic_Chemistry/Organometallic_Chemistry_(Evans)/02%3A_Organometallic_Ligands/2.06%3A_Metal_HydridesMetal-hydrogen bonds are ubiquitous X-type ligands in organometallic chemistry. There is much more than meets the eye to most M-H bonds: although they’re simple to draw, they vary enormously in polari...Metal-hydrogen bonds are ubiquitous X-type ligands in organometallic chemistry. There is much more than meets the eye to most M-H bonds: although they’re simple to draw, they vary enormously in polarization and pKa. They may be acidic or hydridic or both, depending on the nature of the metal center and the reaction conditions. In this post, we’ll develop some heuristics for predicting the behavior of M-H bonds and discuss their major modes of reactivity.