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1,14:7,8-Diethenotetrapyrido-[2,1,6-de:2,1,6-gh:2,1,6-na][1,3,5,8,10,12] hexaazacyclotetradecine (H2HAPP) was synthesized according to Ogawas method[1]. 20 mg H2HAPP was dissolved in 0.5 mL trifluoroacetic acid, then 2mL ether was added, and the white precipitate [H4HAPP(TFA)2] was filtered off and washed with diethyl ether for several times. The mixture of this white precipitate and 50 mg copper acetate was refluxed in CH3OH:CH2Cl2 (V:V, 1:1) for 1 hour, the solvent evaporated, and the orange precipitate was washed with methanol. The product was purified by diffusing diethyl ether into a TFA solution at 4°C. Brown-yellow needle crystals of CuHAPP(TFA)2 were obtained, 23 mg. Yield: 65.7 %.

Copper 1,14:7,8-Diethenotetrapyrido-[2,1,6-de:2',1',6'-gh:2'',1'',6'''-na][1,3,5,8,10,12]hexaazacyclotetradecine Trifluoroacetate