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Abstract
The reaction of phosphorous ester diamide 1 with bisphenol 2 did not lead to the expected asymmetric macrocycle 3 but instead in low yield to the symmetric macrocycle 4. The structure of the trans-isomer of 4 was determined by X-ray diffractometry. The same phenomenon was observed in the reaction of phosphorous ester diamide 5 with bisphenol 6, affording the symmetric macrocycle 7 as a mixture of cis-and trans-isomers. These results can only be explained by transesterification reactions which occur prior to the esterification of the phosphorous amide function.
