O6-Corona[3]arene[3]pyridazines were synthesized from the one-pot macrocyclic condensation reaction of 3,6-dichlorotetrazine with 1,4-dihydroquinone derivatives followed by the inverse electron demand Diels-Alder reac...O6-Corona[3]arene[3]pyridazines were synthesized from the one-pot macrocyclic condensation reaction of 3,6-dichlorotetrazine with 1,4-dihydroquinone derivatives followed by the inverse electron demand Diels-Alder reaction of the tetrazine rings with a cyclopentanone-derived enamine. Conversion of six ester groups within macrocycle into all sodium acetate moieties afforded a water soluble O6-corona[3]arene[3]pyridazine. The coronary macrocycle host formed complexes selectively with organic ammoniums and dinitrile guests in a 1 ： 1 stoichiometric ratio in organic solvents with association constants ranging from （2.96± 0.10）× 10^1 to （2.53±0.33）× 10^5 L·mol^-1. Water soluble O6-corona[3]arene[3]pyridazine was also able to complex strongly with organic ammoniums in water to give an association constant up to （2.67 ± 0.21） × 10^4 L·mol^-1. The pseudo-rotaxane and inclusion structures of the host-guest complexes were revealed by the X-ray crystallography.展开更多
基金We also thank the National Natural Science Foundation of China （Nos. 21732004, 91427301, 21421064） and Tsinghua University for financial Support.
文摘O6-Corona[3]arene[3]pyridazines were synthesized from the one-pot macrocyclic condensation reaction of 3,6-dichlorotetrazine with 1,4-dihydroquinone derivatives followed by the inverse electron demand Diels-Alder reaction of the tetrazine rings with a cyclopentanone-derived enamine. Conversion of six ester groups within macrocycle into all sodium acetate moieties afforded a water soluble O6-corona[3]arene[3]pyridazine. The coronary macrocycle host formed complexes selectively with organic ammoniums and dinitrile guests in a 1 ： 1 stoichiometric ratio in organic solvents with association constants ranging from （2.96± 0.10）× 10^1 to （2.53±0.33）× 10^5 L·mol^-1. Water soluble O6-corona[3]arene[3]pyridazine was also able to complex strongly with organic ammoniums in water to give an association constant up to （2.67 ± 0.21） × 10^4 L·mol^-1. The pseudo-rotaxane and inclusion structures of the host-guest complexes were revealed by the X-ray crystallography.
