Formation and Reactivity of Organometallics

2) CID of ESI-generated ions can be performed on mass-selected ions, or it can occur in the interface region directly after the electrospray source (also known as in-source CID). 

Which of these reactions is favored will depend on the type of metal, the auxiliary ligand, L, and the oxidation state of the metal. While no comprehensive survey of main group and transition metal acetates with a range of auxiliary ligands has been carried out, some trends have emerged from studies on alkali and alkaline earth metals [63,64], group VI oxometalate anions [65], and copper and silver species [66-68]  

The formation and reactivity of specific organometallic ions are discussed in the following sections. 

The ability to synthesize organoalkaline earths [CH3MetalL2] and study their ion-molecule reactions provides a unique opportunity to establish how reactivity is 

The substrate also plays a key role in the reactivity of the [CH3MgL2] ions. This is dramatically illustrated for the reaction of aldehydes containing enolizable protons, which reacted via enolization (Eq. (6.21)) rather than via the Grignard reaction (Eq. (6.22)). This is consistent with DFT calculations on the competition between enolization and the Grignard reaction for [CH3MgCl2] ions reacting with acetaldehyde, which suggest that while the latter has a smaller barrier, it is entropically disfavored. 

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