The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO2CH2C(=O)NH2·O=P(NMe 2)3, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide)

Ian Cragg-Hine; Matthew G. Davidson; Andrew J. Edwards; Elinor Lamb; Paul R. Raithby; Ronald Snaith

doi:10.1039/CC9960000153

The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO₂CH₂C(=O)NH₂·O=P(NMe ₂)₃, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide)

Ian Cragg-Hine, Matthew G. Davidson, Andrew J. Edwards, Elinor Lamb, Paul R. Raithby, Ronald Snaith

University of Cambridge

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

5 Citations (SciVal)

Abstract

Attempted metallations of the expectedly acidic sulfonylamide (PSA) in the presence of the phosphine oxide HMPA all fail, giving instead the very stable 1:1 adduct PSA·HMPA; its solid-state structure consists of layers of PSA molecules linked by intercalated HMPA molecules, such aggregation resulting in particular from a large number of significant C-H⋯O hydrogen-bonding interactions per PSA·HMPA unit.

Original language	English
Pages (from-to)	153-154
Number of pages	2
Journal	Chemical Communications
Volume	1996
Issue number	2
DOIs	https://doi.org/10.1039/CC9960000153
Publication status	Published - 31 Dec 1996

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

Access to Document

10.1039/CC9960000153

Fingerprint

Dive into the research topics of 'The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO₂CH₂C(=O)NH₂·O=P(NMe ₂)₃, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide)'. Together they form a unique fingerprint.

Cite this

Cragg-Hine, I., Davidson, M. G., Edwards, A. J., Lamb, E., Raithby, P. R., & Snaith, R. (1996). The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO₂CH₂C(=O)NH₂·O=P(NMe ₂)₃, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide). Chemical Communications, 1996(2), 153-154. https://doi.org/10.1039/CC9960000153

The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO₂CH₂C(=O)NH₂·O=P(NMe ₂)₃, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide). / Cragg-Hine, Ian; Davidson, Matthew G.; Edwards, Andrew J. et al.
In: Chemical Communications, Vol. 1996, No. 2, 31.12.1996, p. 153-154.

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

Cragg-Hine, I, Davidson, MG, Edwards, AJ, Lamb, E, Raithby, PR & Snaith, R 1996, 'The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO₂CH₂C(=O)NH₂·O=P(NMe ₂)₃, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide)', Chemical Communications, vol. 1996, no. 2, pp. 153-154. https://doi.org/10.1039/CC9960000153

Cragg-Hine I, Davidson MG, Edwards AJ, Lamb E, Raithby PR, Snaith R. The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO₂CH₂C(=O)NH₂·O=P(NMe ₂)₃, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide). Chemical Communications. 1996 Dec 31;1996(2):153-154. doi: 10.1039/CC9960000153

Cragg-Hine, Ian ; Davidson, Matthew G. ; Edwards, Andrew J. et al. / The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO₂CH₂C(=O)NH₂·O=P(NMe ₂)₃, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide). In: Chemical Communications. 1996 ; Vol. 1996, No. 2. pp. 153-154.

@article{f561138ed49b4580961f68ab826ac642,

title = "The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO2CH2C(=O)NH2·O=P(NMe 2)3, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide)",

abstract = "Attempted metallations of the expectedly acidic sulfonylamide (PSA) in the presence of the phosphine oxide HMPA all fail, giving instead the very stable 1:1 adduct PSA·HMPA; its solid-state structure consists of layers of PSA molecules linked by intercalated HMPA molecules, such aggregation resulting in particular from a large number of significant C-H⋯O hydrogen-bonding interactions per PSA·HMPA unit.",

author = "Ian Cragg-Hine and Davidson, {Matthew G.} and Edwards, {Andrew J.} and Elinor Lamb and Raithby, {Paul R.} and Ronald Snaith",

year = "1996",

month = dec,

day = "31",

doi = "10.1039/CC9960000153",

language = "English",

volume = "1996",

pages = "153--154",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "2",

}

TY - JOUR

T1 - The isolation and structure of a highly stable, metallation-resistant and multiply hydrogen-bonded sulfonylamide-phosphine oxide adduct, PhSO2CH2C(=O)NH2·O=P(NMe 2)3, PSA·HMPA (PSA = phenylsulfonylacetamide, HMPA = hexamethylphosphoramide)

AU - Cragg-Hine, Ian

AU - Davidson, Matthew G.

AU - Edwards, Andrew J.

AU - Lamb, Elinor

AU - Raithby, Paul R.

AU - Snaith, Ronald

PY - 1996/12/31

Y1 - 1996/12/31

N2 - Attempted metallations of the expectedly acidic sulfonylamide (PSA) in the presence of the phosphine oxide HMPA all fail, giving instead the very stable 1:1 adduct PSA·HMPA; its solid-state structure consists of layers of PSA molecules linked by intercalated HMPA molecules, such aggregation resulting in particular from a large number of significant C-H⋯O hydrogen-bonding interactions per PSA·HMPA unit.

AB - Attempted metallations of the expectedly acidic sulfonylamide (PSA) in the presence of the phosphine oxide HMPA all fail, giving instead the very stable 1:1 adduct PSA·HMPA; its solid-state structure consists of layers of PSA molecules linked by intercalated HMPA molecules, such aggregation resulting in particular from a large number of significant C-H⋯O hydrogen-bonding interactions per PSA·HMPA unit.

UR - http://www.scopus.com/inward/record.url?scp=0345263281&partnerID=8YFLogxK

U2 - 10.1039/CC9960000153

DO - 10.1039/CC9960000153

M3 - Article

AN - SCOPUS:0345263281

SN - 1359-7345

VL - 1996

SP - 153

EP - 154

JO - Chemical Communications

JF - Chemical Communications

IS - 2

ER -