Computational study of electrophilic addition to acrylate anion: cyclic halonium is the transition structure for degenerate rearrangement of alpha-lactones

G D Ruggiero; I H Williams

doi:10.1039/b200900e

Computational study of electrophilic addition to acrylate anion: cyclic halonium is the transition structure for degenerate rearrangement of alpha-lactones

G D Ruggiero, I H Williams

Department of Chemistry

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9 Citations (SciVal)

Abstract

The cyclic chloronium or bromonium carboxylate obtained by addition of Cl+ or Br+ to acrylate anion is shown by PCM/ B3LYP/ 6- 31+ G* calculations to be not an intermediate but a transition structure for interconversion of equivalent halomethyl oxiranones.

Original language	English
Pages (from-to)	732-733
Number of pages	2
Journal	Chemical Communications
Issue number	7
DOIs	https://doi.org/10.1039/b200900e
Publication status	Published - 2002

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title = "Computational study of electrophilic addition to acrylate anion: cyclic halonium is the transition structure for degenerate rearrangement of alpha-lactones",

abstract = "The cyclic chloronium or bromonium carboxylate obtained by addition of Cl+ or Br+ to acrylate anion is shown by PCM/ B3LYP/ 6- 31+ G* calculations to be not an intermediate but a transition structure for interconversion of equivalent halomethyl oxiranones.",

author = "Ruggiero, {G D} and Williams, {I H}",

note = "ID number: ISI:000174552800031",

year = "2002",

doi = "10.1039/b200900e",

language = "English",

pages = "732--733",

journal = "Chemical communications (Cambridge, England)",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

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T1 - Computational study of electrophilic addition to acrylate anion: cyclic halonium is the transition structure for degenerate rearrangement of alpha-lactones

AU - Ruggiero, G D

AU - Williams, I H

N1 - ID number: ISI:000174552800031

PY - 2002

Y1 - 2002

N2 - The cyclic chloronium or bromonium carboxylate obtained by addition of Cl+ or Br+ to acrylate anion is shown by PCM/ B3LYP/ 6- 31+ G* calculations to be not an intermediate but a transition structure for interconversion of equivalent halomethyl oxiranones.

AB - The cyclic chloronium or bromonium carboxylate obtained by addition of Cl+ or Br+ to acrylate anion is shown by PCM/ B3LYP/ 6- 31+ G* calculations to be not an intermediate but a transition structure for interconversion of equivalent halomethyl oxiranones.

U2 - 10.1039/b200900e

DO - 10.1039/b200900e

M3 - Article

SN - 1359-7345

SP - 732

EP - 733

JO - Chemical communications (Cambridge, England)

JF - Chemical communications (Cambridge, England)

IS - 7

ER -

Computational study of electrophilic addition to acrylate anion: cyclic halonium is the transition structure for degenerate rearrangement of alpha-lactones

Abstract

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