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Summary Carbenes and classification

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The chemical bonding is based on σ-type electron donation of the filled lone pair orbital of the carbene atom to an empty metal d-orbital, and pi electron back bonding of a filled metal d-orbital to the empty p-orbital on carbon

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CARBENES



 Neutral
 Divalent
 Has 2 unshared electrons
 Carbenes are classified as either singlets or triplets depending upon their
electronic structure.
 Most carbenes are very short lived.
 Triplet carbenes show radical reactivity. Triplet ground state favored
when substituents σ electron donors
 Singlet carbenes show electrophilic/nucleophilic reactivity–Singlet
ground state favored when substituents are π electron donors
 A transition metal carbene complex is an organometallic compound
featuring a divalent organic ligand.
 The divalent organic ligand coordinated to the metal center is called a
carbene

Classification of carbene complexes
1. Fischer carbenes
2. Schrock carbenes
3. N-heterocyclic carbenes



Fischer carbenes
 Fischer carbenes named after Ernst Otto Fischer
 electrophilic at the carbene carbon atom

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