Protonated (protosolvated) onium ions (onlum dications)

G. A. Olah; G. K.Surya Prakash; P. Donald; Katherine B. Loker; Koop Lammertsma

doi:10.1163/156856789X00104

Protonated (protosolvated) onium ions (onlum dications)

G. A. Olah, G. K.Surya Prakash, P. Donald, Katherine B. Loker, Koop Lammertsma

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

Abstract

In this short review we have shown the importance of protosolvation of onium ions (containing non-bonded pairs of electrons) in superacid catalyzed reactions. Such activation can result in unusual reactions such as aromatic alkylation with Meerwein's salts, aliphatic nitration with nitronium ion, alkylation of saturated hydrocarbons, greatly enhanced activity of acyl cations, etc. Possibly such phenomena may be operative in hydroxylation reactions using protonated hydrogen peroxide in strong acid solutions. Even the reactivity of halonium ions could be enhanced by protosolvation. Consequently, electrophilic protosolvation may play a significant role in strogg acid catalyzed reactions.

Original language	English
Pages (from-to)	141-159
Number of pages	19
Journal	Research on Chemical Intermediates
Volume	12
Issue number	2
DOIs	https://doi.org/10.1163/156856789X00104
Publication status	Published - Jun 1989
Externally published	Yes

ASJC Scopus subject areas

General Chemistry

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abstract = "In this short review we have shown the importance of protosolvation of onium ions (containing non-bonded pairs of electrons) in superacid catalyzed reactions. Such activation can result in unusual reactions such as aromatic alkylation with Meerwein's salts, aliphatic nitration with nitronium ion, alkylation of saturated hydrocarbons, greatly enhanced activity of acyl cations, etc. Possibly such phenomena may be operative in hydroxylation reactions using protonated hydrogen peroxide in strong acid solutions. Even the reactivity of halonium ions could be enhanced by protosolvation. Consequently, electrophilic protosolvation may play a significant role in strogg acid catalyzed reactions.",

author = "Olah, {G. A.} and Prakash, {G. K.Surya} and P. Donald and Loker, {Katherine B.} and Koop Lammertsma",

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AU - Olah, G. A.

AU - Prakash, G. K.Surya

AU - Donald, P.

AU - Loker, Katherine B.

AU - Lammertsma, Koop

PY - 1989/6

Y1 - 1989/6

N2 - In this short review we have shown the importance of protosolvation of onium ions (containing non-bonded pairs of electrons) in superacid catalyzed reactions. Such activation can result in unusual reactions such as aromatic alkylation with Meerwein's salts, aliphatic nitration with nitronium ion, alkylation of saturated hydrocarbons, greatly enhanced activity of acyl cations, etc. Possibly such phenomena may be operative in hydroxylation reactions using protonated hydrogen peroxide in strong acid solutions. Even the reactivity of halonium ions could be enhanced by protosolvation. Consequently, electrophilic protosolvation may play a significant role in strogg acid catalyzed reactions.

AB - In this short review we have shown the importance of protosolvation of onium ions (containing non-bonded pairs of electrons) in superacid catalyzed reactions. Such activation can result in unusual reactions such as aromatic alkylation with Meerwein's salts, aliphatic nitration with nitronium ion, alkylation of saturated hydrocarbons, greatly enhanced activity of acyl cations, etc. Possibly such phenomena may be operative in hydroxylation reactions using protonated hydrogen peroxide in strong acid solutions. Even the reactivity of halonium ions could be enhanced by protosolvation. Consequently, electrophilic protosolvation may play a significant role in strogg acid catalyzed reactions.

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JO - Research on Chemical Intermediates

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ER -

Protonated (protosolvated) onium ions (onlum dications)

Abstract

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