THEORETICAL-STUDIES OF ACYL REAGENTS WITH UMPLOUNG CENTRAL CARBON - II - A THEORETICAL-STUDY OF CH2=C(OH)NA

Analytical gradient optimizations were carried out using Gaussian 92 p rogram at MP2/6-31 + G level for equilibrium structures and transitio n states of CH2 = C(OH)Na. Four structures were reported. Structure 1 with a deflection three- member ring is the most stable one, and will be dominant in existence. Structure 4 is the reaction intermediate for H2C = C(OH)Na to serve as acyl anion equivalent. When H2C = C(OH)Na r eacts as a carbenoid, it will have a transition state like structure 2 . Compared with CH2 = C(OH)Li,CH2 = C(OH)Na is easier to serve as acyl anion equivalent,but more difficult to react as carbenoid.