Stereochemistry of photosolvolysis of quaternary benzylammonium salts in hydroxylic solvents

Veronica Lillis; James McKenna; Jean M. McKenna; Ian H. Williams

doi:10.1039/C39740000474

Stereochemistry of photosolvolysis of quaternary benzylammonium salts in hydroxylic solvents

Veronica Lillis, James McKenna, Jean M. McKenna, Ian H. Williams

Department of Chemistry

University of Sheffield

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

Abstract

The photosolvolysis of optically active 1-phenyl-ethyltrimethylammonium iodide in water or methanol is characterised by extensive racemisation acompanied by some net configurational inversion; the quaternary salt recovered from incomplete reaction in water has fully retained configuration at carbon, while analogous retention at nitrogen is observed in similar experiments in methanol with appropriately chosen related salts.

Original language	English
Pages (from-to)	474-474
Number of pages	1
Journal	Journal of the Chemical Society, Chemical Communications
Volume	1974
Issue number	12
DOIs	https://doi.org/10.1039/C39740000474
Publication status	Published - 1 Jan 1974

ASJC Scopus subject areas

Molecular Medicine

Access to Document

10.1039/C39740000474

Cite this

@article{bbb35a44d5444a088271371f63ebc20e,

title = "Stereochemistry of photosolvolysis of quaternary benzylammonium salts in hydroxylic solvents",

abstract = "The photosolvolysis of optically active 1-phenyl-ethyltrimethylammonium iodide in water or methanol is characterised by extensive racemisation acompanied by some net configurational inversion; the quaternary salt recovered from incomplete reaction in water has fully retained configuration at carbon, while analogous retention at nitrogen is observed in similar experiments in methanol with appropriately chosen related salts.",

author = "Veronica Lillis and James McKenna and McKenna, {Jean M.} and Williams, {Ian H.}",

year = "1974",

month = jan,

day = "1",

doi = "10.1039/C39740000474",

language = "English",

volume = "1974",

pages = "474--474",

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

issn = "0022-4936",

publisher = "Chemical Society",

number = "12",

}

TY - JOUR

T1 - Stereochemistry of photosolvolysis of quaternary benzylammonium salts in hydroxylic solvents

AU - Lillis, Veronica

AU - McKenna, James

AU - McKenna, Jean M.

AU - Williams, Ian H.

PY - 1974/1/1

Y1 - 1974/1/1

N2 - The photosolvolysis of optically active 1-phenyl-ethyltrimethylammonium iodide in water or methanol is characterised by extensive racemisation acompanied by some net configurational inversion; the quaternary salt recovered from incomplete reaction in water has fully retained configuration at carbon, while analogous retention at nitrogen is observed in similar experiments in methanol with appropriately chosen related salts.

AB - The photosolvolysis of optically active 1-phenyl-ethyltrimethylammonium iodide in water or methanol is characterised by extensive racemisation acompanied by some net configurational inversion; the quaternary salt recovered from incomplete reaction in water has fully retained configuration at carbon, while analogous retention at nitrogen is observed in similar experiments in methanol with appropriately chosen related salts.

UR - http://www.scopus.com/inward/record.url?scp=37049129963&partnerID=8YFLogxK

U2 - 10.1039/C39740000474

DO - 10.1039/C39740000474

M3 - Article

AN - SCOPUS:37049129963

SN - 0022-4936

VL - 1974

SP - 474

EP - 474

JO - Journal of the Chemical Society, Chemical Communications

JF - Journal of the Chemical Society, Chemical Communications

IS - 12

ER -

Stereochemistry of photosolvolysis of quaternary benzylammonium salts in hydroxylic solvents

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this