Exploiting electronic strategies to stabilize a planar tetracoordinate carbon in cyclic aromatic hydrocarbons

O. Yañez; A. Vásquez-Espinal; R. Pino-Rios; F. Ferraro; S. Pan; E. Osorio; G. Merino; W. Tiznado

doi:10.1039/c7cc06248f

Exploiting electronic strategies to stabilize a planar tetracoordinate carbon in cyclic aromatic hydrocarbons

O. Yañez, A. Vásquez-Espinal, R. Pino-Rios, F. Ferraro, S. Pan, E. Osorio, G. Merino, W. Tiznado

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47 Scopus citations

Abstract

A new approach to stabilize compounds containing a planar tetracoordinate carbon (ptC), embedded in aromatic hydrocarbons, is presented herein. This is achieved by using ligands that promote the formation of a 3c-2e σ-bond with the ptC under two conditions: without altering the sp² hybridization of the aromatic carbons; and containing empty orbitals perpendicular to the aromatic ring to participate in the aromatic π-electronic delocalization.

Original language	English
Pages (from-to)	12112-12115
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	89
DOIs	https://doi.org/10.1039/c7cc06248f
State	Published - 2017
Externally published	Yes

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abstract = "A new approach to stabilize compounds containing a planar tetracoordinate carbon (ptC), embedded in aromatic hydrocarbons, is presented herein. This is achieved by using ligands that promote the formation of a 3c-2e σ-bond with the ptC under two conditions: without altering the sp2 hybridization of the aromatic carbons; and containing empty orbitals perpendicular to the aromatic ring to participate in the aromatic π-electronic delocalization.",

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AU - Yañez, O.

AU - Vásquez-Espinal, A.

AU - Pino-Rios, R.

AU - Ferraro, F.

AU - Pan, S.

AU - Osorio, E.

AU - Merino, G.

AU - Tiznado, W.

PY - 2017

Y1 - 2017

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AB - A new approach to stabilize compounds containing a planar tetracoordinate carbon (ptC), embedded in aromatic hydrocarbons, is presented herein. This is achieved by using ligands that promote the formation of a 3c-2e σ-bond with the ptC under two conditions: without altering the sp2 hybridization of the aromatic carbons; and containing empty orbitals perpendicular to the aromatic ring to participate in the aromatic π-electronic delocalization.

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JO - Chemical Communications

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Exploiting electronic strategies to stabilize a planar tetracoordinate carbon in cyclic aromatic hydrocarbons

Abstract

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