Chem. J. Chinese Universities ›› 1995, Vol. 16 ›› Issue (8): 1233.

• Articles • Previous Articles     Next Articles

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

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

TrendMD: