高等学校化学学报

高等学校化学学报 ›› 1995, Vol. 16 ›› Issue (8): 1233.

• 论文 • 上一篇    下一篇

酰基硫脲分子内氢键与取代基效应的定量关系

王积涛, 袁耀锋, 许育明, 杨永安, 王斌, 叶素明   

  1. 南开大学化学系, 天津, 300071
  • 收稿日期:1994-09-24 修回日期:1995-03-01 出版日期:1995-08-24 发布日期:1995-08-24
  • 通讯作者: 袁耀锋
  • 作者简介:王积涛,男,76岁,教授.
  • 基金资助:

    国家自然科学基金;南开大学元素有机化学国家重点实验室资助．

The Relationship Between the Intramolecular Hydrogen Bond of Acylthiourea and Its N-Aromatic Substitutents

WANG Ji-Tao, YUAN Yao-Feng, XU Yu-Ming, YANG Yong-An, WANG Bin, YE Su-Ming   

  1. Department of Chemistry, Nankai University, Tianjin, 300071
  • Received:1994-09-24 Revised:1995-03-01 Online:1995-08-24 Published:1995-08-24

PDF (PC)

被引次数

34

摘要： 对23个N-二茂铁甲酰基-N'-芳(烷,二茂铁)基硫脲和14个N-苯甲酰基-N'-芳基硫脲的δβ-NH与各种取代胺的碱性强度pKb及苯环上取代基常数σ进行了系统的定量关系研究。结果表明:酰基硫脲分子内氢键的强弱可由β-氮上氢原子的化学位移值(δβ-NH)来衡量。这类化合物分子内氢键的强弱(δβ-NH)与pKb或σ之间有较好的线性关系,从而揭示了此类化合物的分子内氢键与取代基效应之间的定量关系。

关键词: N-二茂铁(苯)甲酰基-N'-取代硫脲, 分子内氢键, 硫脲衍生物, 碱性强度, 取代基常数

Abstract: The strength of intramolecular hydrogen bond of acyl thiourea can be monitored by the hydrogen chemical shiftδβ-NH. We measured the physical properties of 23 N-ferrocenoyl-N'-aromatic(also alkyl,ferrocenyl) thioureas and 14 N-benzoyl-N'-aromatic thioureas including δβ-NH,pKbin relation with the σ-parameter of substituents on the aromatic ring. We found that there are a good relationship between the strength of the intramolecular hydrogen bondδβ-NH and pKbor σ-parameter of the substituents, thus the substitution effect toword the hydrogen bonding can be revealed.

Key words: N-Ferrocenoyl(benzoyl)-N'-substituted thiourea, Intramolecular hydrogen bond, Thiourea derivatives, Basic strength, Substituent effect

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