Synthesis and X-ray structures of cyclorhodated indole-tert-thiocarboxamides |
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| Authors: | Miura Takayuki Nakajima Kiyohiko Nonoyama Matsuo |
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| Institution: | (1) Department of Chemistry, Aichi University of Education, Igaya, Kariya, Aichi, 448-8542, Japan;(2) Department of Chemistry, Faculty of Science, Nagoya University, Chikusa, Nagoya, 464-8602, Japan |
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| Abstract: | Indole-1(and 3)-N,N-dimethylthiocarboxamide, 3-(1-pyrrolidinothiocarbonyl)indole and -1-methylindole (HL) react with hexachlorotetrakis(tri-n-butylphosphine)dirhodium(III) to give cyclorhodated complexes, Rh(L)Cl2(PBu3)2] with L acting as a C—S chelate ligand (PBu3 = tri-n-butylphosphine) and indole-2-N,N-dimethylthiocarboxamide forms Rh(L)Cl2(PBu3)2] with L acting as an N—S chelate. 1-Methylindole-2-N,N-dimethylthiocarboxamide and 2-(1-pyrrolidinothiocarbonyl)-1-methylindole did, however, not react under similar conditions. The complexes were characterized by spectroscopic methods and the structures of the four complexes with HL = indole-1- and 3-N,N-dimethylthiocarboxamide, and 3-(1-pyrrolidinothiocarbonyl)indole and -1-methyl-indole were confirmed by X-ray analysis. The octahedral complex Rh(L)Cl2(PBu3)2] had trans-(PBu3)2 and cis-(Cl)2 arrangements and L was coordinated through the S and indole ring C2 atoms to form a five-membered chelate ring. The unreactivity of 1-methylindole-2-N,N-dimethylthiocarboxamide and 2-(1-pyrrolidino)thiocarbonyl-1-methyl-indole may be due to steric hindrance caused by the additional 1-methyl substituent. |
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