I&EC 20 |
| The formation of heterodimeric capsules and control of the orientation of the encapsulated guest are of considerable interests from the viewpoint of supramolecular materials science. Previously, we have reported the guest-induced assembly of tetracarboxyl-cavitand 1 and tetra(3-pyridyl)-cavitand 2 into a heterodimeric capsule 1•2. Here, we describe a heterodimeric capsule 3•4 with expanded-cavity assembled by tetrakis(4-hydroxyphenyl)-cavitand 3 and tetra(4-pyridyl)-cavitand 4. The heterodimeric capsule 3•4 encapsulates one molecule of guest such as p-diacetoxybenzene and 2,6-diiodonaphthalene, which are not encapsulated in 1•2. The 3•4 can control the orientation of an encapsulated unsymmetrical guest. In p-ethoxyiodobenzene and ethyl p-iodobenzoate encapsulated in 3•4, the iodo group is specifically oriented to the cavity of the 4 unit. The orientational selectivities for methyl p-acetoxybenzoate and methyl p-ethoxybenzoate encapsulated in 3•4 are 1:0.11 and 1:0.05, respectively, although it is not assigned that the methoxycarbonyl group is oriented to the cavity of the 3 or 4 unit.
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Molecular Containers, Sponsored by Separation Science and Technology Sub-Division
1:30 PM-5:15 PM, Sunday, 10 September 2006 Moscone Center -- Room 250, Oral
Division of Industrial & Engineering Chemistry |
