Spectral Assignments and Reference Data - H-1 and C-13 NMR assignments and X-ray structures for three monocyclic benzoannelated dilactam polyethers

摘要

Three monocyclic polyether dilactams, 17,18-dihydro-5H, 9H-dibenzo[e,n](1,4,10,7,13) trioxadiazacyclopentadecine-6,13(7H,14H)-dione (1); 9,10,20,21-tetrahydro-5H, 12H-dibenzo[e,q](1,4,10,13,7,16)tetraoxadiazacyclooctadecine-6, 13(7H,14H)-dione (2); and 6,7,9,10-tetrahydro-16H, 20H-dibenzo[h,q](1,4,7,13,10,16)tetraoxadiazacyclooctadecine-17, 21(18H,22H)-dione (3) were isolated during the synthesis of several benzoannelated cryptands. The complete assignments of the H-1 and C-13 NMR spectra of 1, 2 and 3 in CDCl3 were made using gCOSY, gHMBC, gHMQC, HMQC, HSQC, and NOESY ID techniques. The ortho (112) benzene protons show significant downfield shifts (1.16-1.43 ppm) that are consistent with an exodentate orientation for the amide carbonyl groups. The X-ray crystal structures of 1, 2 and 3 show that the carbonyl groups adopt an exodentate conformation in the solid state. Copyright (c) 2006 John Wiley & Sons, Ltd.