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Pentamethylcyclopentadienyl rhodium(III)-chiral disulfonate hybrid catalysis for enantioselective C-H bond functionalization
| Title: | Pentamethylcyclopentadienyl rhodium(III)-chiral disulfonate hybrid catalysis for enantioselective C-H bond functionalization |
| Authors: | Satake, Shun Browse this author | | Kurihara, Takumaru Browse this author | | Nishikawa, Keisuke Browse this author | | Mochizuki, Takuya Browse this author | | Hatano, Manabu Browse this author | | Ishihara, Kazuaki Browse this author | | Yoshino, Tatsuhiko Browse this author →KAKEN DB | | Matsunaga, Shigeki Browse this author →KAKEN DB |
| Issue Date: | Aug-2018 |
| Publisher: | Nature Publishing Group |
| Journal Title: | Nature Catalysis |
| Volume: | 1 |
| Issue: | 8 |
| Start Page: | 585 |
| End Page: | 591 |
| Publisher DOI: | 10.1038/s41929-018-0106-5 |
| Abstract: | Though Cp*Rh(III) complexes are prominent and versatile catalysts for C-H bond functionalization reactions, catalytic stereocontrol is difficult due to the lack of vacant coordination sites. Here, we report a hybrid strategy for inducing chirality without using previously reported chiral Cp-x ligands. A preformed hybrid catalyst, [Cp*RhLN][6,6'-Br-(S)-BINSate], catalysed C-H activation and subsequent conjugate addition of 2-phenylpyridine derivatives to enones in good yield and enantioselectivity (enantiomeric ratio up to 95:5). In addition to 2-phenylpyridines, the conjugate addition of 6-arylpurines proceeded with an enantiomeric ratio of up to 91:9 using [Cp*RhLN](R)-SPISate]. The results demonstrate that a chiral organic anion can efficiently control the enantioselectivity of Cp*Rh(III)-catalysed C-H bond functionalization without a chiral Cp-x ligand. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/75059 |
| Appears in Collections: | 薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 吉野 達彦
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