Smith Gary L N, Alguindigue Susan S, Khan Masood A, Powell Douglas R, Taylor Richard W
Department of Chemistry and Biochemistry, University of Oklahoma, Norman, OK, USA.
Magn Reson Chem. 2006 Sep;44(9):901-4. doi: 10.1002/mrc.1868.
Three monocyclic polyether dilactams, 17,18-dihydro-5H, 9H-dibenzo[e,n]1,4,10,7,13trioxadiazacyclopentadecine-6,10(7H,11H)-dione (1); 9,10,20,21-tetrahydro-5H, 12H-dibenzo[e,q]1,4,10,13,7,16tetraoxadiazacyclooctadecine-6, 13(7H,14H)-dione (2); and 6,7,9,10-tetrahydro-16H, 20H-dibenzo[h,q]1,4,7,13, 10,16tetraoxadiazacyclooctadecine-17, 21(18H,22H)-dione (3) were isolated during the synthesis of several benzoannelated cryptands. The complete assignments of the 1H and 13C NMR spectra of 1, 2 and 3 in CDCl3 were made using gCOSY, gHMBC, gHMQC, HMQC, HSQC, and NOESY 1D techniques. The ortho (H2) 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.
在几种苯并稠合穴状配体的合成过程中，分离得到了三种单环聚醚二内酰胺，即17,18 - 二氢 - 5H,9H - 二苯并[e,n]1,4,10,7,13 - 三氧杂二氮杂环十五烷 - 6,10(7H,11H) - 二酮(1)；9,10,20,21 - 四氢 - 5H,12H - 二苯并[e,q]1,4,10,13,7,16 - 四氧杂二氮杂环十八烷 - 6,13(7H,14H) - 二酮(2)；以及6,7,9,10 - 四氢 - 16H,20H - 二苯并[h,q]1,4,7,13,10,16 - 四氧杂二氮杂环十八烷 - 17,21(18H,22H) - 二酮(3)。使用gCOSY、gHMBC、gHMQC、HMQC、HSQC和NOESY 1D技术对1、2和3在CDCl₃中的¹H和¹³C NMR谱进行了完全归属。邻位(H₂)苯质子显示出显著的低场位移(1.16 - 1.43 ppm)，这与酰胺羰基的外齿取向一致。1、2和3的X射线晶体结构表明，羰基在固态中采取外齿构象。
