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Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π‐System
Author(s) -
Yañez Osvaldo,
BáezGrez Rodrigo,
Garza Jorge,
Pan Sudip,
Barroso Jorge,
VásquezEspinal Alejandro,
Merino Gabriel,
Tiznado William
Publication year - 2020
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201900998
Subject(s) - carbon fibers , electron delocalization , planar , delocalized electron , carbon atom , aromaticity , hydrocarbon , atom (system on chip) , chemistry , nanotechnology , materials science , ring (chemistry) , computational chemistry , molecule , organic chemistry , computer science , computer graphics (images) , composite number , composite material , embedded system
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.