Carbonium Ions

Oláh, George A.; Schleyer, P. Von R.

doi:10.1142/9789812791405_0035

Cited by 47 publications

(75 citation statements)

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“…Superacids [1] are widely used as reaction medium for generation and study of various carbocations [2,3], radical cations [4], and other long-lived charged intermediates [1]. Despite numerous publications on this topic [5], information on the behavior of acetylene derivatives in superacids is scanty.…”

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confidence: 99%

Protonation and cyclization of 1,3-diarylpropynones in superacids

Васильев

Walspurger²,

Pale³

et al. 2004

Russ J Org Chem

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1,3-Diarylpropynones ArC≡CCOAr' in superacids with H 0 ranging from -20 to -14 undergo protonation at the carbonyl oxygen atoms to give stable ArC≡CC(O + H)Ar' ions or at the acetylenic C 2 atom with formation of reactive ArC + =CHCOAr' species. The effects of the Ar and Ar' substituents and reaction conditions on the intramolecular cyclization of ArC + =CHCOAr' to 3-arylinden-1-ones are discussed.

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confidence: 99%

Protonation and cyclization of 1,3-diarylpropynones in superacids

Васильев

Walspurger²,

Pale³

et al. 2004

Russ J Org Chem

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“…1 H and 13 C NMR spectra were recorded on a Bruker AMX 400 instrument (400 ( 1 H) and 100 MHz ( 13 C)) in CDCl 3 . IR spectra were recorded on a Bruk er IFS 25 instrument (thin films or Nujol).…”

Section: Methodsmentioning

confidence: 99%

“…1 Well known reactions of norbornadiene with electron with drawing olefins and acetylenes follow the 1,3 addition scheme leading to tricyclene structures 2-4 (homodiene synthesis). In the last decade, ruthenium catalyzed [2+2] cycloaddition of norbornadiene and norbornene to vari ous acetylenes has been under intensive investigation.…”

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confidence: 99%

Haloalkynylation of norbornadiene with haloacetylenes activated with a trifluoroacetyl or ethoxalyl group

2010

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“…Activation of organic compounds in superacids 11 is the most efficient way to generate and investigate carbocations, 12,13 cation-radicals, 14 and other long-lived charged intermediates 15 . Solvation in superacids, with weak nucleophile counterpart, leads to the stabilization of highly electrondeficient species behaving as electrophiles or even superelectrophiles.…”

Section: -Arylindenones In Superacids An Nmr Studymentioning

confidence: 99%