Chiral Macrocycles Having C3 Symmetry Resulting from Orientation of Thiophene Rings |
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| Authors: | Dr Tomoya Miura Dr Takayuki Nakamuro Yumi Ishihara Dr Yuuya Nagata Prof Dr Masahiro Murakami |
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| Institution: | Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto, 615-8510 Japan |
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| Abstract: | An chiral RhII-catalyzed cyclooligomerization reaction of thiophenes having triazolyl and vinyl substituents at the 2- and 4-positions was studied. Structurally interesting cyclic trimers, having chirality that is ascribed only to the orientation of the 2,4-disubstituted thiophene rings, are obtained. The 2,4-disubstitution of the starting thiophene monomer allows production of each of the enantiomers. The observed electronic circular-dichroism spectra are in accord with those simulated by density-functional theory calculations. |
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| Keywords: | asymmetric synthesis chirality heterocycles macrocycles rhodium |
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