title: Rh2 (S-1,2-NTTL)4 : A novel Rh2 (S-PTTL)4 analog with lower ligand symmetry for asymmetric synthesis of chiral cyclopropylphosphonates.
abstract: A new series of dirhodium(II) tetracarboxylate was derived from N-1,2-naphthaloyl-(S)-amino acid ligands. In terms of enantioselectivity, Rh2 (S-1,2-NTTL)4 () derived from N-1,2-naphthaloyl-(S)-tert-leucine, was the best-performing catalyst among the new series in the enantioselective synthesis of cyclopropylphosphonate derivatives (up to >99% enantiomeric excess). A predictive model was proposed to justify the observed high enantiomeric induction exhibited by Rh2 (S-1,2-NTTL)4 with donor-acceptor phosphonate carbenoids.
authors.affiliation: Chirality Program, University of Canberra, ACT, Australia.
authors.forename: Frady G
authors.initials: FG
authors.lastname: Adly
authors.forename: Johncarlo
authors.initials: J
authors.lastname: Maddalena
authors.forename: Ashraf
authors.initials: A
authors.lastname: Ghanem
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D007930:Leucine / Q000737:chemistry; D008024:Ligands; D008956:Models, Chemical; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D008024:Ligands; D012238:Rhodium; D007930:Leucine
keywords: Rh2(S-NTTL)4; Rh2(S-PTAD)4; Rh2(S-PTTL)4; cyclopropanation; cyclopropylphosphonate; dirhodium; metal carbenoids; paddlewheel complexes