波谱学杂志 ›› 1990, Vol. 7 ›› Issue (2): 225-230.

• 研究论文 • 上一篇    下一篇

EDTA衍生物冠醚与4'-丹磺酰氨基苯并冠醚的1H、13C NMR谱线归属

张安将1, 王树梅1, 黄枢2, 秦圣英2   

  1. 1. 中国科学院成都有机化学研究所;
    2. 四川大学化学系
  • 收稿日期:1989-05-11 出版日期:1990-06-05 发布日期:2018-01-23

ASSIGNMENT OF THE INDIVIDUAL SHIFTS OF CROWN ETHER DERIVATIVES OF EDTA AND 4'-DANSYLAMINO BENZO CROWN ETHERS' 1H AND 13C NMR SPECTRA

Zhang Anjiang1, Wang Shumei1, Huang Su2, Qing Shenying2   

  1. 1. Cheng du Institute of Organic Chemistry, Academia Sinica;
    2. Department of Chemistry, Sichuan Univtnity, Cheng du
  • Received:1989-05-11 Online:1990-06-05 Published:2018-01-23

摘要: 本文测定了N(,N')-(二)对甲苯磺酰基大环醚双内酯(附图11~6),N,N'-二羧甲基大环醚双内酯和大环胺双内酰胺(图18~2),4'-丹磺酰氨基苯并冠醚(图113~16)等十八个新冠醚的1H,13C NMR谱并进行了归属。作者发现,随着冠醚环的增大,冠1~6的次甲基b和冠8~11的次甲基a、b、c的1H化学位移向低场移动,当冠环增大至21~24员时,这种偏移趋于极限。溶剂对8~11化合物的1H NMR影响表明,次甲基a、b、c的1H位移随溶剂的极性增大而增大,次序为:CD3COOD > PY-d5 ≥ D2O > CD3OD > CD3CD2OD > DMF-d6 > DMSO-d6

关键词: EDTA衍生物冠醚, NMR

Abstract: 1H and 13C NMR spectra of N (,N')-(di) tosyl macro-cyclic ether-bislactones (1-6), N,N'-dicarboxymethyl macrocyclic ether-bislactones and amine-bislactame (8-12) and 4'-dansylamino benzo crown ethers (13-16) etc. eighteen crown ethers were recorded and assigned by consideration of known substitute effects. The 1H chemical shifts obtained indicate that the larger the crown ether, the larger the proton chemical shift for methylene b in Crown 1-6 and for methylene a, b, c in Crown 8-11. These shifts approach a limit when the number of macrocyclic atoms arrives at 21-24. Solvents show considerable effect on the 1H chemical shifts of methylenes a, b, c in Crown 8-11 which increase with the solvent polarity, the order is as follows:CD3COOD > PY-d3 ≥ D2O > CD3OD > CD3CD2OD > DMF-d7 > DMSO-d6.

Key words: Crown ether derivatives of EDTA, NMR