Ruthenium‐Catalyzed Cycloisomerization of 2,2′‐Diethynyl‐ biphenyls Involving Cleavage of a Carbon–Carbon Triple Bond |
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| Authors: | Prof Dr Takanori Matsuda Kotaro Kato Tsuyoshi Goya Shingo Shimada Prof Dr Masahiro Murakami |
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| Affiliation: | 1. Department of Applied Chemistry, Tokyo University of Science, Tokyo, Japan;2. Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Kyoto, Japan |
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| Abstract: | A ruthenium complex catalyzes a new cycloisomerization reaction of 2,2′‐diethynylbiphenyls to form 9‐ethynylphenanthrenes, thereby cleaving the carbon–carbon triple bond of the original ethynyl group. A metal–vinylidene complex is generated from one of the two ethynyl groups, and its carbon–carbon double bond undergoes a 2+2] cycloaddition with the other ethynyl group to form a cyclobutene. The phenanthrene skeleton is constructed by the subsequent electrocyclic ring opening of the cyclobutene moiety. |
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| Keywords: | alkynes cycloisomerization phenanthrenes ruthenium vinylidene ligands |
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