Search
- 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. \PageIndex4).
- 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/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/Courses/Ripon_College/CHM_321%3A_Inorganic_Chemistry/07%3A_Organometallic_Reactions_and_Catalysis/7.01%3A_Reactions_Involving_Gain_or_Loss_of_Ligands/7.1.02%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. \PageIndex4).
- https://chem.libretexts.org/Courses/Ripon_College/CHM_321%3A_Inorganic_Chemistry/07%3A_Organometallic_Reactions_and_Catalysis/7.01%3A_Reactions_Involving_Gain_or_Loss_of_Ligands/7.1.03%3A_Reductive_EliminationFor instance the previously discussed oxidative cis-addition of H 2 to the iridium complex is reversible, and the reverse is called the reductive elimination (Fig. \PageIndex1). The reaction can...For instance the previously discussed oxidative cis-addition of H 2 to the iridium complex is reversible, and the reverse is called the reductive elimination (Fig. \PageIndex1). The reaction can be thought of going along a reaction path in which the Ir-H bonds become gradually larger and and the H-H distance gradually smaller until the H 2 molecule is eliminated from the complex.
- https://chem.libretexts.org/Bookshelves/Inorganic_Chemistry/Organometallic_Chemistry_(Evans)/04%3A_Fundamentals_of_Organometallic_Chemistry/4.07%3A_Oxidative_Addition-_General_IdeasBoth reactions lead to an increase in the oxidation state of the metal by two units and a decrease in the d electron count of the metal by two electrons. When X and Y are different, the σ complex is s...Both reactions lead to an increase in the oxidation state of the metal by two units and a decrease in the d electron count of the metal by two electrons. When X and Y are different, the σ complex is skewed and approach to the metal “asynchronous.” When the metal isn’t a great nucleophile, the reaction may stop at the σ-complex stage.
- https://chem.libretexts.org/Bookshelves/Inorganic_Chemistry/Organometallic_Chemistry_(Evans)/02%3A_Organometallic_Ligands/2.05%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.
