mmol of 1 4 7 11 tetraazacyclotetradecane and 4 90 g of hexamethylphosphorous triamide is heated under nitrogen for 3 hr at 120 u00b0 and then distilled in a short path apparatus to give 5 50 g 80 of clear colorless liquid 1 5 9 12 tetraaza 15 phosphatricyclo 7 5 1 0 5 15 pentadecane bp 106 u00b0 110 u00b0 0 30 mm which solidifies on storing below 0 u00b0 the infrared spectrum of this material neat has absorptions at 2 99 w 3 43 4 60 w u03bd p h 6 82 6 96 7 40 7 60 7 67 7 93 8 10 8 47 8 73 8 83 9 13 9 62 9 87 10 00 10 5 11 7 12 5 14 0 14 8 u03bc the nmr spectrum of this material has absorptions at 31 p c 6 d 6 ext h 3 po 4 u03b4 115 5 112 9 111 6 53 0 the relative integral of the 31 p absorbances indicates 88 90 p iii structures str30 and 10 12 p v structure the mass spectrum of similarly prepared material has a parent ion at m e 228 1508 calc 39 d m e 228 1503 and other peaks at m e 227 m h 213 200 199 172 a mixture of 2 3 g of 1 5 9 13 tetraazacyclohexadecane and 1 8 g of hexamethylphosphorous triamide is heated under nitrogen at 125 u00b0 for 2 hr and then distilled in a kugelrohr apparatus to give 1 6 g of colorless liquid 1 5 9 13 tetraaza 17 phosphatricyclo 7 7 1 0 5 17 heptadecane bp 110 u00b0 120 u00b0 0 1 mm which solidifies on cooling.