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- Foiled_carbene abstract "A foiled carbene in organic chemistry is a special type of stabilized carbene due to the proximity of a double bond. This type of reactive intermediate is implicated in certain organic reactions. The positive interaction between carbene and double bond is only present in the singlet type and based on through-space electron transfer between the empty carbene p-orbital (LUMO) and filled alkene double bond p-orbitals (HOMO). The result is a three-center two-electron bond akin to certain non-classical ions.The increased stabilization blocks certain otherwise ordinary reaction modes for the carbene, hence the term foiled. An example is norbornen-7-ylidene, which is norbornene with a carbenic carbon atom at the bridge position. In silico experiments reveal that the bridge in this molecule is actually bending towards the double bond with an optimum angle of around 90° vs 130° for norbornene.".
- Foiled_carbene thumbnail FoiledCarbene.png?width=300.
- Foiled_carbene wikiPageID "9007470".
- Foiled_carbene wikiPageLength "1655".
- Foiled_carbene wikiPageOutDegree "15".
- Foiled_carbene wikiPageRevisionID "532074014".
- Foiled_carbene wikiPageWikiLink 2-Norbornyl_cation.
- Foiled_carbene wikiPageWikiLink Atomic_orbital.
- Foiled_carbene wikiPageWikiLink Carbene.
- Foiled_carbene wikiPageWikiLink Category:Carbenes.
- Foiled_carbene wikiPageWikiLink Double_bond.
- Foiled_carbene wikiPageWikiLink HOMO.
- Foiled_carbene wikiPageWikiLink LUMO.
- Foiled_carbene wikiPageWikiLink In_silico.
- Foiled_carbene wikiPageWikiLink LUMO.
- Foiled_carbene wikiPageWikiLink Non-classical_ion.
- Foiled_carbene wikiPageWikiLink Norbornene.
- Foiled_carbene wikiPageWikiLink Organic_chemistry.
- Foiled_carbene wikiPageWikiLink Organic_reaction.
- Foiled_carbene wikiPageWikiLink P-orbital.
- Foiled_carbene wikiPageWikiLink Reactive_intermediate.
- Foiled_carbene wikiPageWikiLink Three-center_two-electron_bond.
- Foiled_carbene wikiPageWikiLink Through-space_electron_transfer.
- Foiled_carbene wikiPageWikiLink File:FoiledCarbene.png.
- Foiled_carbene wikiPageWikiLinkText "Foiled carbene".
- Foiled_carbene wikiPageWikiLinkText "foiled carbene".
- Foiled_carbene hasPhotoCollection Foiled_carbene.
- Foiled_carbene wikiPageUsesTemplate Template:Reflist.
- Foiled_carbene subject Category:Carbenes.
- Foiled_carbene hypernym Type.
- Foiled_carbene comment "A foiled carbene in organic chemistry is a special type of stabilized carbene due to the proximity of a double bond. This type of reactive intermediate is implicated in certain organic reactions. The positive interaction between carbene and double bond is only present in the singlet type and based on through-space electron transfer between the empty carbene p-orbital (LUMO) and filled alkene double bond p-orbitals (HOMO).".
- Foiled_carbene label "Foiled carbene".
- Foiled_carbene sameAs m.027t6lq.
- Foiled_carbene sameAs Q5464165.
- Foiled_carbene sameAs Q5464165.
- Foiled_carbene wasDerivedFrom Foiled_carbene?oldid=532074014.
- Foiled_carbene depiction FoiledCarbene.png.
- Foiled_carbene isPrimaryTopicOf Foiled_carbene.