Menozzi Daniela, Pinalli Roberta, Massera Chiara, Maffei Francesca, Dalcanale Enrico
Dipartimento di Chimica, Università di Parma and INSTM UdR Parma, Parco Area delle Scienze 17/A, 43124 Parma, Italy.
Molecules. 2015 Mar 10;20(3):4460-72. doi: 10.3390/molecules20034460.
The present work reports the synthesis and complexation properties of five mixed bridge P=O/P=S cavitands toward N,N-methyl butyl ammonium chloride (1) as prototype guest. The influence of number and position of P=O and P=S groups on the affinity of phosphonate cavitands toward 1 is assessed via ITC titrations in DCE as solvent. Comparison of the resulting Kass values, the enthalpic and entropic contributions to the overall binding with those of the parent tetraphosphonate Tiiii and tetrathiophosphonate TSiiii cavitands allows one to single out the simultaneous dual H-bond between the cavitand and the salt as the major player in complexation.
本研究报道了五种混合桥连的P=O/P=S穴状配体与作为原型客体的N,N-甲基丁基氯化铵（1）的合成及络合性质。以二氯乙烷为溶剂，通过等温滴定量热法滴定评估P=O和P=S基团的数量和位置对膦酸酯穴状配体与1的亲和力的影响。将所得的Kass值、与母体四膦酸酯Tiiii和四硫代膦酸酯TSiiii穴状配体的整体结合的焓贡献和熵贡献进行比较，能够确定穴状配体与盐之间同时存在的双重氢键是络合作用中的主要因素。
