Enantioselective Intermolecular Benzylic C–H Amination under Chiral Paddle-Wheel Diruthenium Catalysis
A catalytic asymmetric intermolecular benzylic C–H amination was achieved under paddle-wheel diruthenium catalysis. A chiral diruthenium catalyst incorporating (S)-TPPTTL (tetraphenylphthaloyl-(S)-tert-leucine) ligand exhibited notable enantioselectivity, and aminated products were obtained with up to 99% ee. Unique chemoselectivity of the chiral diruthenium catalyst was also found for allylbenzene and alkyl-naphthalene substrates, demonstrating the complementary synthetic utility of chiral paddle-wheel Ru(II)–Ru(III) catalysts to Rh(II) counterparts.
Authors
- Kosuke Higashida (ORCID: https://orcid.org/0000-0002-0999-0763)
- Tatsuhiko Yoshino (ORCID: https://orcid.org/0000-0001-9441-9272)
- Shoichi Kiryu
- Kotoko Makino
- Yuhei Kumagai
- M. Kojima (ORCID: https://orcid.org/0000-0002-4619-2621)
- Taku Miyazawa
- Shigeki Matsunaga (ORCID: https://orcid.org/0000-0003-4136-3548)
- Kohei Mori
Institutions
- Hokkaido University (JP)
- Kyoto University (JP)
- Pharmaceutical Biotechnology (Czechia) (CZ)
- Graduate School USA (US)
Publication Details
- Journal
- ACS Catalysis
- Published
- 2024-12-20
- DOI
- https://doi.org/10.1021/acscatal.4c06504
- Citations
- 9
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.25
Funders
- Japan Society for the Promotion of Science
- Japan Science and Technology Agency