Abstract
Recently observed unusual chemical reactivities of the N-phosphoryl amino acids reveal a special hexa-coordinate phosphorus intermediate may exist in the reaction process. It looks unstable and has not been observed directly. We report results obtained from ab initio studies of dimethyloxyphosphoryl-threonine and the corresponding hexa-coordinate phosphorus intermediate. The calculated results show that the hexa-coordinate phosphorous intermediate is a stable structure and all the PO and PN bonds in the intermediate should be much more active. From the calculated results, it is very easy to understand the observed reactivities of dimethyloxyphosphoryl-threonine and other similar dialkyloxyphosphoryl amino acids.
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