酰基硫脲分子内氢键与取代基效应的定量关系  

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

作　　者：王积涛[1] 袁耀锋[1] 许育明[1] 杨永安 王斌 叶素明 

机构地区：[1]南开大学化学系

出　　处：《高等学校化学学报》1995年第8期1233-1236,共4页Chemical Journal of Chinese Universities

基　　金：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.

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δ_（β－ＮＨ）与各种取代胺的碱性强度ｐＫ_ｂ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（δ_（β－ＮＨ））来衡量。这类化合物分子内氢键的强弱（δ_（β－ＮＨ））与ｐＫ_ｂ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．The strength of intramolecular hydrogen bond of acyl thiourea can be monitored by the hydrogen chemical shiftδ(β-NH). We measured the physical properties of 23 N-ferrocenoyl-N'-aromatic(also alkyl,ferrocenyl) thioureas and 14 N-benzoyl-N'- aromatic thioureas including δ(β-NH),pKb in 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 bondδ(β-NH) and pKb or σ-parameter of the substituents, thus the substitution effect toword the hydrogen bonding can be revealed.

关 键 词：酰基硫脲 分子内氢键 碱性强度 取代基常数 

分 类 号：O623.543[理学—有机化学] O641.2[理学—化学]