N-Benzyl- und N-Heptyl-substituierte Tetraazacyclododecane / N-Benzyl and N-Heptyl Substituted Tetraazacyclodecanes
1,5-Bis(methylsulfonyloxi)-3-aza-3-p-toluenesulfonylamidopentane (1) reacts with 4-benzyl-1,7- bis(p-toluenesulfonyl)diethylenetriamine (2) and 4-benzyl-1,7-bis(p-nitrophenylsulfonyl)diethylenetriamine (3) and Cs2CO3 yielding 1-benzyl-4,7,10-tris(p-toluenesulfonyl)-1,4,7,10-tetraazacyclododecane (9a) and 1-benzyl-4,10-bis(p-nitrophenylsulfonyl)-7-p-toluenesulfonyl)-1,4,7,10-tetraazacyclododecane (10a), respectively. The corresponding dimers 1,13-bis(benzyl)-4,7,10,16,19,22- hexa(p-toluenesulfonyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosane (9b) and 1,13-bis(benzyl)- 4,10,16,22-tetra(p-nitrophenylsulfonyl)-7,19-bis(p-toluenesulfonyl)-1,4,7,10,13,16,19,22-octaazacyclotetracosane (10b) could not be isolated but detected by mass spectroscopy. The reactions of 1 with 4-heptyl-1,7-bis(p-nitrophenylsulfonyl)diethylenetriamine (5) and Cs2CO3 results in the formation of 1-heptyl-4,10-bis(p-nitrophenylsulfonyl)-7-p-toluenesulfonyl)-1,4,7,10-tetraazacyclododecane (11) and 1 reacts with 4-benzyl-diethylenetriamine (4) and Cu(O2CCH3)2 forming the dimeric copper complex [{C6H5CH2N(CH2CH2NH2}2Cu(μ-Cl)OSO2CH3]2 (12). The 1H and 13C NMR spectra of the new compounds as well as the single crystal X-ray structure analyses of 9a, 11, and 12 are reported and discussed.