Stable pentacoordinate carbocations: Structure and bonding

Israel Fernández; Einar Uggerud; Gernot Frenking

doi:10.1002/chem.200700744

Stable pentacoordinate carbocations: Structure and bonding

Israel Fernández, Einar Uggerud, Gernot Frenking

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28 Scopus citations

Abstract

We report that only elements more electropositive than carbon (Group 13, 14, and Be) form stable symmetrical H_nE-CH₃-EH _n⁺ structures (E = Group 1, 2, 13, or 14 element) with a planar CH₃ group symmetrically bonded to two EH_n moieties, in analogy with prototypical S_N2 transition structures. Analysis of the bonding situation of these pentacoordinate carbon molecules was studied by means of an energy decomposition analysis (EDA) of the interaction energy. This shows that HE-CH₃-EH_n⁺ molecules can be viewed as being composed of one CH₃ group that is o-covalently bonded to two EH_n groups forming a three-center, two-electron bond.

Original language	English
Pages (from-to)	8620-8626
Number of pages	7
Journal	Chemistry - A European Journal
Volume	13
Issue number	30
DOIs	https://doi.org/10.1002/chem.200700744
State	Published - 2007
Externally published	Yes

Keywords

Bond theory
Carbocations
Energy decomposition
Hypervalent compounds
Quantum chemistry

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10.1002/chem.200700744

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title = "Stable pentacoordinate carbocations: Structure and bonding",

abstract = "We report that only elements more electropositive than carbon (Group 13, 14, and Be) form stable symmetrical HnE-CH3-EH n+ structures (E = Group 1, 2, 13, or 14 element) with a planar CH3 group symmetrically bonded to two EHn moieties, in analogy with prototypical SN2 transition structures. Analysis of the bonding situation of these pentacoordinate carbon molecules was studied by means of an energy decomposition analysis (EDA) of the interaction energy. This shows that HE-CH3-EHn+ molecules can be viewed as being composed of one CH3 group that is o-covalently bonded to two EHn groups forming a three-center, two-electron bond.",

keywords = "Bond theory, Carbocations, Energy decomposition, Hypervalent compounds, Quantum chemistry",

author = "Israel Fern{\'a}ndez and Einar Uggerud and Gernot Frenking",

year = "2007",

doi = "10.1002/chem.200700744",

language = "英语",

volume = "13",

pages = "8620--8626",

journal = "Chemistry - A European Journal",

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T1 - Stable pentacoordinate carbocations

T2 - Structure and bonding

AU - Fernández, Israel

AU - Uggerud, Einar

AU - Frenking, Gernot

PY - 2007

Y1 - 2007

N2 - We report that only elements more electropositive than carbon (Group 13, 14, and Be) form stable symmetrical HnE-CH3-EH n+ structures (E = Group 1, 2, 13, or 14 element) with a planar CH3 group symmetrically bonded to two EHn moieties, in analogy with prototypical SN2 transition structures. Analysis of the bonding situation of these pentacoordinate carbon molecules was studied by means of an energy decomposition analysis (EDA) of the interaction energy. This shows that HE-CH3-EHn+ molecules can be viewed as being composed of one CH3 group that is o-covalently bonded to two EHn groups forming a three-center, two-electron bond.

AB - We report that only elements more electropositive than carbon (Group 13, 14, and Be) form stable symmetrical HnE-CH3-EH n+ structures (E = Group 1, 2, 13, or 14 element) with a planar CH3 group symmetrically bonded to two EHn moieties, in analogy with prototypical SN2 transition structures. Analysis of the bonding situation of these pentacoordinate carbon molecules was studied by means of an energy decomposition analysis (EDA) of the interaction energy. This shows that HE-CH3-EHn+ molecules can be viewed as being composed of one CH3 group that is o-covalently bonded to two EHn groups forming a three-center, two-electron bond.

KW - Bond theory

KW - Carbocations

KW - Energy decomposition

KW - Hypervalent compounds

KW - Quantum chemistry

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DO - 10.1002/chem.200700744

M3 - 文章

AN - SCOPUS:35348992196

SN - 0947-6539

VL - 13

SP - 8620

EP - 8626

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 30

ER -

Stable pentacoordinate carbocations: Structure and bonding

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