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Superelectrophiles Stabilized by Phosphorus, Arsenic, and Antimony: Structures and Potential Energy Surface Analysis of PCH 5 2+ , AsCH 5 2+ , and SbCH 5 2+
Author(s) -
Widauer Christoph,
Chen Grace Shiahuy,
Grützmacher Hansjörg
Publication year - 1998
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19980710)4:7<1154::aid-chem1154>3.0.co;2-c
Subject(s) - heteroatom , antimony , arsenic , chemistry , substituent , protonation , reactivity (psychology) , phosphorus , ion , inorganic chemistry , stereochemistry , organic chemistry , ring (chemistry) , alternative medicine , pathology , medicine
Greatly enhanced reactivity of various α ‐heteroatom‐substituted carbenium ions [H 3− n C(X) n ] + (X = heteroatom or substituent with a heteroatom in the α position) is achieved by superelectrophilic activation. Here we describe an investigation of the structures, energies, and thermal and kinetic stabilities of superelectrophiles stabilized by phosphorus, arsenic, and antimony of the type [H 2 C=XH 2 ] + ( X‐1 a; X = P, As, Sb) and their X‐ and C‐site‐protonated dications [H 2 C–XH 3 ] 2+ ( X‐2 a ), and [H 3 C–XH 2 ] 2+ ( X‐3 a ).