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Abstract
The addition of phosphites to the azoalkene 1 gives mixtures of diazaphosphole derivatives 4 and related ring-opened compounds 3 in different proportions depending on the phosphite used.
The compounds 3 have the Z-configuration, while cyclic compounds 4 are a mixture of isomers in which predominates the isomer bearing the C4-Ph and OR groups in a trans configuration. When P(OPh)3 is used in dry hexane with rigorous exclusion of moisture the new diazaphosphole derivative 5 is obtained. The results are explained in terms of the relative apicophilicities in the pentacoordinated intermediates.
