Reactivity of [(PNP)Mn(CO)2] with Organophosphates

Livesay, Brooke Nicole; Schmidt, Jurgen G.; Williams, Robert F.; Billow, Brennan Shay; Tondreau, Aaron

doi:10.1021/acsorginorgau.3c00003

Reactivity of [(PNP)Mn(CO)₂] with Organophosphates

Journal Article · Thu May 25 00:00:00 EDT 2023 · ACS Organic & Inorganic Au

DOI:https://doi.org/10.1021/acsorginorgau.3c00003· OSTI ID:1975441

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Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)

Organophosphorus nerve agents (OPAs) are a toxic class of synthetic compounds that cause adverse effects with many biological systems. Development of methods for environmental remediation and passivation has been ongoing for years. However, little progress has been made in therapeutic development for exposure victims. Given the postexposure behavior of OPA materials in enzymes such as acetylcholinesterase (AChE), development of electrophilic compounds as therapeutics may be more beneficial than the currently employed nucleophilic countermeasures. In this report, we present our studies with an electrophilic, 16-electron manganese complex (^iPrPNP)Mn(CO)₂ (1) and the nucleophilic hydroxide derivative (^iPrPN^HP)Mn(CO)₂(OH) (2). The reactivity of 1 with phosphorus acids and the reactivity of 2 with the P–F bond of diisopropylfluorophosphate (DIPF) were studied. The role of water in both nucleophilic and electrophilic reactivity was investigated with the use of ¹⁷O-labeled water. Promising results arising from reactions of both 1 and 2 with organophosphorus substrates are reported.

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Research Organization:: Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); USDOE Laboratory Directed Research and Development (LDRD) Program

Grant/Contract Number:: 89233218CNA000001; 2020LANLE372; 20220540ECR; 20150743PRD3

OSTI ID:: 1975441

Alternate ID(s):: OSTI ID: 1985018

Report Number(s):: LA-UR-22-31194

Journal Information:: ACS Organic & Inorganic Au, Vol. 3, Issue 4; ISSN 2694-247X

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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