What question did this study set out to answer?

Review the discovery, electronic stabilization mechanisms, and synthetic chemistry of persistent and isolable carbenes.

December 22, 1999Chemical Reviews

Stable Carbenes

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Authors

DBDidier BourissouCentre National de la Recherche Scientifique OGOlivier GuerretAirbus (France)FGFrançois P. Gabbaı̈Mitchell Institute

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Implication

Review demonstrates the isolation and stabilization of divalent carbon species, indicating their broad utility as robust ligands in chemical synthesis.

Key Points

Review the discovery, electronic stabilization mechanisms, and synthetic chemistry of persistent and isolable carbenes.
Analyzed thermodynamic and kinetic stabilization strategies, focusing on electronic push-pull effects and steric shielding from heteroatom substituents.
Surveyed synthetic pathways and reactivity profiles across various carbene families, including diaminocarbenes and phosphinocarbenes.
Heteroatom substituents with lone pairs stabilize the formally divalent carbon center via mesomeric electron donation into empty carbon p-orbitals.
Isolable carbenes function as potent electron-donating ligands capable of forming robust transition metal adducts and catalyzing organic reactions.

Cite This Study

Bourissou et al. (1999) studied this question.

synapsesocial.com/papers/69f0fcd7d019c82e9addde39 https://doi.org/10.1021/cr940472u

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Implication

Review demonstrates the isolation and stabilization of divalent carbon species, indicating their broad utility as robust ligands in chemical synthesis.

Stable Carbenes

Discussion

Member takes

Implication

Key Points

Cite This Study

Stable Carbenes

Discussion

Member takes

Implication

Key Points

Cite This Study

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