Doubly Cavitand‐Capped Porphyrin Capsule by Hydrogen Bonds

The components of a 1:2 mixture of meso ‐tetrakis(4‐dodecyl‐3,5‐dihydroxyphenyl)porphyrin ( 1 ) and a bowl‐shaped tetrakis(4‐pyridylethynyl)cavitand ( 2 ) in CDCl 3 or C 6 D 6 self‐assemble quantitatively into the doubly cavitand‐capped porphyrin capsule 2⋅1⋅2 through eight ArOH ⋅⋅⋅ Npy hydrogen bonds. Capsule 2⋅1⋅2 possesses two cavities divided by the porphyrin ring and encapsulates two molecules of 1‐acetoxy‐3,5‐dimethoxybenzene ( G ) as a guest to form G / G @( 2⋅1⋅2 ). Remarkable solvent effect was observed, in which the apparent association constant of 2⋅1⋅2 with G in C 6 D 6 was much greater than that in CDCl 3 .