Nitrenium ions. Part 4.1 Reactivity and crystal structure of 1-methyl-2-phenyl-3-N-benzoyloxyindole iminium perchlorate and reactivity of N,N-dimethylamino-p-N-benzoyloxyaniline nitrenium chloride with 2-phenylindole

Lucedio Greci, Monica Rossetti, Roberta Galeazzi, Pierluigi Stipa, Paolo Sgarabotto, Pietro Cozzini

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Abstract

1-Methyl-2-phenyl-3-nitrosoindole and N,N-dimethyle-p-nitrosoaniline react with benzoyl chloride to form salts behaving like iminium and nitrenium ions respectively. The structure of the ion formed in the case of the nitrosoindole was elucidated by X-ray analysis. The charge density distribution of both ions was calculated on the basis of the structure parameters and by AM1 calculations and their reactivity was interpreted on the basis of structural parameters and the calculated distribution of their positive charge.

Original languageEnglish
Pages (from-to)2683-2687
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number12
Publication statusPublished - Dec 1998

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Chlorides
Crystal structure
Ions
X ray analysis
Charge density
Salts
2-phenylindole
perchlorate
benzoyl chloride

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "Nitrenium ions. Part 4.1 Reactivity and crystal structure of 1-methyl-2-phenyl-3-N-benzoyloxyindole iminium perchlorate and reactivity of N,N-dimethylamino-p-N-benzoyloxyaniline nitrenium chloride with 2-phenylindole",
abstract = "1-Methyl-2-phenyl-3-nitrosoindole and N,N-dimethyle-p-nitrosoaniline react with benzoyl chloride to form salts behaving like iminium and nitrenium ions respectively. The structure of the ion formed in the case of the nitrosoindole was elucidated by X-ray analysis. The charge density distribution of both ions was calculated on the basis of the structure parameters and by AM1 calculations and their reactivity was interpreted on the basis of structural parameters and the calculated distribution of their positive charge.",
author = "Lucedio Greci and Monica Rossetti and Roberta Galeazzi and Pierluigi Stipa and Paolo Sgarabotto and Pietro Cozzini",
year = "1998",
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journal = "Journal of the Chemical Society, Perkin Transactions 2",
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T1 - Nitrenium ions. Part 4.1 Reactivity and crystal structure of 1-methyl-2-phenyl-3-N-benzoyloxyindole iminium perchlorate and reactivity of N,N-dimethylamino-p-N-benzoyloxyaniline nitrenium chloride with 2-phenylindole

AU - Greci, Lucedio

AU - Rossetti, Monica

AU - Galeazzi, Roberta

AU - Stipa, Pierluigi

AU - Sgarabotto, Paolo

AU - Cozzini, Pietro

PY - 1998/12

Y1 - 1998/12

N2 - 1-Methyl-2-phenyl-3-nitrosoindole and N,N-dimethyle-p-nitrosoaniline react with benzoyl chloride to form salts behaving like iminium and nitrenium ions respectively. The structure of the ion formed in the case of the nitrosoindole was elucidated by X-ray analysis. The charge density distribution of both ions was calculated on the basis of the structure parameters and by AM1 calculations and their reactivity was interpreted on the basis of structural parameters and the calculated distribution of their positive charge.

AB - 1-Methyl-2-phenyl-3-nitrosoindole and N,N-dimethyle-p-nitrosoaniline react with benzoyl chloride to form salts behaving like iminium and nitrenium ions respectively. The structure of the ion formed in the case of the nitrosoindole was elucidated by X-ray analysis. The charge density distribution of both ions was calculated on the basis of the structure parameters and by AM1 calculations and their reactivity was interpreted on the basis of structural parameters and the calculated distribution of their positive charge.

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