内氢键对芳环^(13)C化学位移的影响  

EFFECTS OF INTRAMOLECULAR HYDROGEN BOND ON ^(13)C CHEMICAL SHIFTS OF AROMATIC RINGS

作　　者：谢如刚[1] 刘华骥[1] 韩明成 丁涪江[2] 

机构地区：[1]四川大学化学系分析测试中心,成都610064 [2]中国科学院成都有机化学研究所,成都610015

出　　处：《化学研究与应用》1992年第2期60-67,共8页Chemical Research and Application

基　　金：国家自然科学基金

摘　　要：本文讨论水杨醛、邻——基苯乙酮及2——基雌甾化合物的分子内氢键对芳环~13C化学位移的影响。采用量子化学CNDO/2方法,计算取代芳烃各原子的净电荷,从碳原子的净电荷与化学位移的对应关系进一步论证了此种影响.首次得到形成内氢键的甲甲基、乙乙基及及基对所在碳的取代基增量的校正值,经校正后化学位移的计算值与实测值很好符合。The effects of intramolecular hydrogen bonding between hydroxyl and acyl in salicylaldehyde. 2-hydroxy acctophenone or 2-acyl stcroidal estrogens on ^(13)C chemical shifts of aromatic ring carbons were discussed. The relationships between the ^(13)C experimental chemical shifts and the total charge densities of the corresponding carbon atoms derived from CNDO/2 were observed. The aforesaid effects were confirmed via CNDO/2.Correction terms for substituent increments of aromatic ring carbons directly bonded to the hydroxyl and the acyl adjacent to each other in molecules were obtained. According to corections of increments, the calculation values of ^(13)C shifts agreed quite well with the experimental ones.

关 键 词：取代苯 2——基雌甾 内氢键 ¹³C化学位移 CNDO/2 

分 类 号：O6[理学—化学]