title: Rhodium-Catalyzed Asymmetric 1,4-Additions, in Water at Room Temperature, with In-Flask Catalyst Recycling.
abstract: Using the newly introduced designer surfactant polyethyleneglycol ubiquinol sebacate (PQS), as the platform for micellar catalysis, nonracemic BINAP has been covalently attached and rhodium(I) inserted to form PQS-BINAP-Rh. This species, the first example of a nonracemically-ligated transition metal catalyst-tethered amphiphile, can be utilized for Rh-catalyzed asymmetric conjugate addition reactions of arylboronic acids to acyclic and cyclic enones. These are performed in water at room temperature, while the catalyst can be recycled without its removal from water in the reaction vessel.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA.
authors.forename: Bruce H
authors.initials: BH
authors.lastname: Lipshutz
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA.
authors.forename: Nicholas A
authors.initials: NA
authors.lastname: Isley
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA.
authors.forename: Ralph
authors.initials: R
authors.lastname: Moser
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA.
authors.forename: Subir
authors.initials: S
authors.lastname: Ghorai
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA.
authors.forename: Helena
authors.initials: H
authors.lastname: Leuser
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA.
authors.forename: Benjamin R
authors.initials: BR
authors.lastname: Taft
keywords: 1,4-additions; PQS; Rh-catalyzed 1,4-additions; catalyst recycling; chemistry in water; green chemistry; homogenous; homogenous catalysis; in water; in-flask recycling; polyethyleneglycol ubiquinol sebacate; rhodium-catalyzed 1,4-additions micellar catalysis