Abstract
Os(CO) 4(CH 2CD 2CH 2) has been prepared from TsOCH 2CD 2CH 2OTs and Na 2[Os(CO) 4] and used to investigate the mechanism of propylene extrusion from this osmacyclobutane. Propylene is the principal product whether the thermolysis of the osmacyclobutane is carried out in solution or in a gas phase flow system. Control experiments confirm that the osmacyclobutane does not rearrange prior to thermal decomposition, and that no secondary reactions affect the position of the deuterium labels in the propylene after it is formed in the gas phase. Both CH 3CDCHD and CH 2DCDCH 2 are formed, indicating that both α- and β-hydrogen elimination mechanisms are operative. The insertion of CO into the osmacyclobutane ring is facile and may be a step in the propylene extrusion mechanism.
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