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Ab initio calculations on P—C bond cleavage in phosphoranyl radicals: implications for the biodegradation of organophosphonate derivatives

✍ Scribed by Myong Lim; Christopher J. Cramer


Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
156 KB
Volume
11
Category
Article
ISSN
0894-3230

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✦ Synopsis


Barrier heights for P-C bond homolysis in P-hydroxy-P-methyl-P,P-dioxophosphoranyl and P,P,Ptrihydroxy-P-methylphosphoranyl were calculated using well correlated levels of electronic structure theory. The best estimate for the difference in barriers between the two indicates that homolysis is more facile for P,P,P-trihydroxy-Pmethylphosphoranyl by roughly 9 kcal mol À1 . This result suggests that bacterial pathways leading to P-C bond cleavage in organophosphonate derivatives will preferentially proceed via initial one-electron reduction of substrates rather than oxidation.