Lewis acid-assisted detection of nerve agents in water

Rahul R. Butala; William R. Creasy; Roderick A. Fry; Michael L. McKee; David A. Atwood

doi:10.1039/c5cc00466g

Lewis acid-assisted detection of nerve agents in water

Rahul R. Butala, William R. Creasy, Roderick A. Fry, Michael L. McKee, David A. Atwood

Chemistry

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

12 Scopus citations

Abstract

The five-coordinate compound, Salen(^tBu)Al(Ac), prepared in situ from Salen(^tBu)AlBr and NH₄Ac, forms Lewis acid-base adducts in aqueous solution with the G-type nerve agents, Sarin and Soman, and the VX hydrolysis product, ethylmethylphosphonate (EMPA). The resulting compounds, [Salen(^tBu)Al(NA)]⁺[Ac] ^- (with NA = Sarin, Soman, and EMPA) are sufficiently stable to be identified by ESI-MS. Molecular ion peaks were detected for every compound with little or no fragmentation. The distinctive MS signatures for the [Salen(^tBu)Al(NA)]⁺ compounds provide a new technique for identifying nerve agents from aqueous solution. The energetics of the displacement of Ac^- by the nerve agents to form [Salen(^tBu)Al(NA)]⁺[Ac]^- were determined computationally.

Original language	English
Pages (from-to)	9269-9271
Number of pages	3
Journal	Chemical Communications
Volume	51
Issue number	45
DOIs	https://doi.org/10.1039/c5cc00466g
State	Published - Jun 7 2015

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry.

ASJC Scopus subject areas

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

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title = "Lewis acid-assisted detection of nerve agents in water",

abstract = "The five-coordinate compound, Salen(tBu)Al(Ac), prepared in situ from Salen(tBu)AlBr and NH4Ac, forms Lewis acid-base adducts in aqueous solution with the G-type nerve agents, Sarin and Soman, and the VX hydrolysis product, ethylmethylphosphonate (EMPA). The resulting compounds, [Salen(tBu)Al(NA)]+[Ac] - (with NA = Sarin, Soman, and EMPA) are sufficiently stable to be identified by ESI-MS. Molecular ion peaks were detected for every compound with little or no fragmentation. The distinctive MS signatures for the [Salen(tBu)Al(NA)]+ compounds provide a new technique for identifying nerve agents from aqueous solution. The energetics of the displacement of Ac- by the nerve agents to form [Salen(tBu)Al(NA)]+[Ac]- were determined computationally.",

author = "Butala, {Rahul R.} and Creasy, {William R.} and Fry, {Roderick A.} and McKee, {Michael L.} and Atwood, {David A.}",

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doi = "10.1039/c5cc00466g",

language = "English",

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T1 - Lewis acid-assisted detection of nerve agents in water

AU - Butala, Rahul R.

AU - Creasy, William R.

AU - Fry, Roderick A.

AU - McKee, Michael L.

AU - Atwood, David A.

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2015/6/7

Y1 - 2015/6/7

N2 - The five-coordinate compound, Salen(tBu)Al(Ac), prepared in situ from Salen(tBu)AlBr and NH4Ac, forms Lewis acid-base adducts in aqueous solution with the G-type nerve agents, Sarin and Soman, and the VX hydrolysis product, ethylmethylphosphonate (EMPA). The resulting compounds, [Salen(tBu)Al(NA)]+[Ac] - (with NA = Sarin, Soman, and EMPA) are sufficiently stable to be identified by ESI-MS. Molecular ion peaks were detected for every compound with little or no fragmentation. The distinctive MS signatures for the [Salen(tBu)Al(NA)]+ compounds provide a new technique for identifying nerve agents from aqueous solution. The energetics of the displacement of Ac- by the nerve agents to form [Salen(tBu)Al(NA)]+[Ac]- were determined computationally.

AB - The five-coordinate compound, Salen(tBu)Al(Ac), prepared in situ from Salen(tBu)AlBr and NH4Ac, forms Lewis acid-base adducts in aqueous solution with the G-type nerve agents, Sarin and Soman, and the VX hydrolysis product, ethylmethylphosphonate (EMPA). The resulting compounds, [Salen(tBu)Al(NA)]+[Ac] - (with NA = Sarin, Soman, and EMPA) are sufficiently stable to be identified by ESI-MS. Molecular ion peaks were detected for every compound with little or no fragmentation. The distinctive MS signatures for the [Salen(tBu)Al(NA)]+ compounds provide a new technique for identifying nerve agents from aqueous solution. The energetics of the displacement of Ac- by the nerve agents to form [Salen(tBu)Al(NA)]+[Ac]- were determined computationally.

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JO - Chemical Communications

JF - Chemical Communications

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Lewis acid-assisted detection of nerve agents in water

Abstract

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