Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π-System

Osvaldo Yañez, Rodrigo Báez-Grez, Jorge Garza, Sudip Pan, Jorge Barroso, Alejandro Vásquez-Espinal, Gabriel Merino, William Tiznado

Resultado de la investigación: Article

Resumen

Through delicate tuning of the electronic structure, we report herein a rational design of seventeen new putative global minimum energy structures containing a planar tetra- or pentacoordinate carbon atom embedded in an aromatic hydrocarbon. These structures are the result of replacing three consecutive hydrogen atoms of an aromatic hydrocarbon by less electronegative groups, forming a multicenter σ-bond with the planar hypercoordinate carbon atom and participating in the π-electron delocalization. This strategy that maximizes both mechanical and electronic effects through aromatic architectures can be extended to several molecular combinations to achieve new and diverse compounds containing planar hypercoordinate carbon centers.

Idioma originalEnglish
PublicaciónChemPhysChem
DOI
EstadoAccepted/In press - 1 ene 2019

Huella dactilar

embedding
Aromatic Hydrocarbons
Carbon
Atoms
carbon
hydrocarbons
atoms
Electronic structure
Hydrogen
hydrogen atoms
Tuning
tuning
electronic structure
Electrons
electronics
electrons
energy

ASJC Scopus subject areas

  • Atomic and Molecular Physics, and Optics
  • Physical and Theoretical Chemistry

Citar esto

Yañez, O., Báez-Grez, R., Garza, J., Pan, S., Barroso, J., Vásquez-Espinal, A., ... Tiznado, W. (Aceptado/En prensa). Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π-System. ChemPhysChem. https://doi.org/10.1002/cphc.201900998
Yañez, Osvaldo ; Báez-Grez, Rodrigo ; Garza, Jorge ; Pan, Sudip ; Barroso, Jorge ; Vásquez-Espinal, Alejandro ; Merino, Gabriel ; Tiznado, William. / Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π-System. En: ChemPhysChem. 2019.
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Yañez, O, Báez-Grez, R, Garza, J, Pan, S, Barroso, J, Vásquez-Espinal, A, Merino, G & Tiznado, W 2019, 'Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π-System', ChemPhysChem. https://doi.org/10.1002/cphc.201900998

Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π-System. / Yañez, Osvaldo; Báez-Grez, Rodrigo; Garza, Jorge; Pan, Sudip; Barroso, Jorge; Vásquez-Espinal, Alejandro; Merino, Gabriel; Tiznado, William.

En: ChemPhysChem, 01.01.2019.

Resultado de la investigación: Article

TY - JOUR

T1 - Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π-System

AU - Yañez, Osvaldo

AU - Báez-Grez, Rodrigo

AU - Garza, Jorge

AU - Pan, Sudip

AU - Barroso, Jorge

AU - Vásquez-Espinal, Alejandro

AU - Merino, Gabriel

AU - Tiznado, William

PY - 2019/1/1

Y1 - 2019/1/1

N2 - Through delicate tuning of the electronic structure, we report herein a rational design of seventeen new putative global minimum energy structures containing a planar tetra- or pentacoordinate carbon atom embedded in an aromatic hydrocarbon. These structures are the result of replacing three consecutive hydrogen atoms of an aromatic hydrocarbon by less electronegative groups, forming a multicenter σ-bond with the planar hypercoordinate carbon atom and participating in the π-electron delocalization. This strategy that maximizes both mechanical and electronic effects through aromatic architectures can be extended to several molecular combinations to achieve new and diverse compounds containing planar hypercoordinate carbon centers.

AB - Through delicate tuning of the electronic structure, we report herein a rational design of seventeen new putative global minimum energy structures containing a planar tetra- or pentacoordinate carbon atom embedded in an aromatic hydrocarbon. These structures are the result of replacing three consecutive hydrogen atoms of an aromatic hydrocarbon by less electronegative groups, forming a multicenter σ-bond with the planar hypercoordinate carbon atom and participating in the π-electron delocalization. This strategy that maximizes both mechanical and electronic effects through aromatic architectures can be extended to several molecular combinations to achieve new and diverse compounds containing planar hypercoordinate carbon centers.

KW - Aromaticity

KW - bonding analysis

KW - induced magnetic field

KW - planar hypercoordinate carbon

KW - theoretical chemistry

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DO - 10.1002/cphc.201900998

M3 - Article

AN - SCOPUS:85077060946

JO - ChemPhysChem

JF - ChemPhysChem

SN - 1439-4235

ER -

Yañez O, Báez-Grez R, Garza J, Pan S, Barroso J, Vásquez-Espinal A y otros. Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π-System. ChemPhysChem. 2019 ene 1. https://doi.org/10.1002/cphc.201900998