Analysis of Steric Conditions by NMR. The Environment Around Phosphorus in Some of Its Esters
Tri-tert-butyl phosphite and its derivatives and the analogous ethyl esters were characterized by NMR spectroscopy. Tri-tert-butyl phosphite proper, unlike the derivatives, did not show consistent shielding of phosphorus. Hybrid structures between triethyl and tritert-butyl phosphite were synthesized and analyzed. Analysis of the data showed a quantitative relationship between chemical shift and composition. A decrease in bond angle of trivalent phosphorus results in greater shielding of the phosphorus nucleus, and an increase results in deshielding.
KeywordsBond Angle Alkyl Substituent Triethyl Phosphite Acetone Cyanohydrin Trivalent Phosphorus
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