σ- and π-aryl nitrenium ions

Paul Haberfield; Michael DeRosa

doi:10.1039/C39850001716

σ- and π-aryl nitrenium ions

Paul Haberfield, Michael DeRosa

Penn State Brandywine

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

8 Scopus citations

Abstract

It is suggested that N-acyl-N-acetoxyarylamines solvolyse readily via a π-nitrenium ion, whereas N-alkyl-N-acetoxyarylamines, which would have to react via a σ-nitrenium ion, are stable to solvolysis.

Original language	English (US)
Pages (from-to)	1716-1717
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	23
DOIs	https://doi.org/10.1039/C39850001716
State	Published - 1985

All Science Journal Classification (ASJC) codes

Molecular Medicine

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10.1039/C39850001716

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title = "σ- and π-aryl nitrenium ions",

abstract = "It is suggested that N-acyl-N-acetoxyarylamines solvolyse readily via a π-nitrenium ion, whereas N-alkyl-N-acetoxyarylamines, which would have to react via a σ-nitrenium ion, are stable to solvolysis.",

author = "Paul Haberfield and Michael DeRosa",

year = "1985",

doi = "10.1039/C39850001716",

language = "English (US)",

pages = "1716--1717",

journal = "Journal of the Chemical Society, Chemical Communications",

issn = "0022-4936",

publisher = "Royal Society of Chemistry",

number = "23",

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T1 - σ- and π-aryl nitrenium ions

AU - Haberfield, Paul

AU - DeRosa, Michael

PY - 1985

Y1 - 1985

N2 - It is suggested that N-acyl-N-acetoxyarylamines solvolyse readily via a π-nitrenium ion, whereas N-alkyl-N-acetoxyarylamines, which would have to react via a σ-nitrenium ion, are stable to solvolysis.

AB - It is suggested that N-acyl-N-acetoxyarylamines solvolyse readily via a π-nitrenium ion, whereas N-alkyl-N-acetoxyarylamines, which would have to react via a σ-nitrenium ion, are stable to solvolysis.

UR - https://www.scopus.com/pages/publications/37049097871

UR - https://www.scopus.com/inward/citedby.url?scp=37049097871&partnerID=8YFLogxK

U2 - 10.1039/C39850001716

DO - 10.1039/C39850001716

M3 - Article

AN - SCOPUS:37049097871

SN - 0022-4936

SP - 1716

EP - 1717

JO - Journal of the Chemical Society, Chemical Communications

JF - Journal of the Chemical Society, Chemical Communications

IS - 23

ER -

σ- and π-aryl nitrenium ions

Abstract

All Science Journal Classification (ASJC) codes

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