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Literature DB >> 19199771

A homogeneous, recyclable rhodium(I) catalyst for the hydroarylation of Michael acceptors.

Abstract

A robust and practical polymer-supported, recyclable biphephos rhodium(I) catalyst has been developed. Control of polymer molecular weight allowed the tuning of solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and not soluble in polar solvents. Thus, catalytic addition of aryl- and vinylboronic acids to enones occurs under completely homogeneous conditions and catalyst recycle can be achieved by simple precipitation and filtration.

Entities: Chemical Disease

Mesh：

Substances：

Year: 2009 PMID： 19199771 PMCID： PMC2739661 DOI： 10.1021/ol802927v

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

12 in total

Review 1. Phase-trafficking reagents and phase-switching strategies for parallel synthesis.

Authors: D L Flynn
Journal: Med Res Rev Date: 1999-09 Impact factor: 12.944

2. Chiral pi-Allylpalladium-Catalyzed Asymmetric Allylation of Imines: Replacement of Allylstannanes by Allylsilanes.

Authors: Kaori Nakamura; Hiroyuki Nakamura; Yoshinori Yamamoto
Journal: J Org Chem Date: 1999-04-16 Impact factor: 4.354

3. Remarkable electronic effect on rhodium-catalyzed carbonyl additions and conjugated additions with arylmetallic reagents.

Authors: T Huang; Y Meng; S Venkatraman; D Wang; C J Li
Journal: J Am Chem Soc Date: 2001-08-01 Impact factor: 15.419

4. Preparation of an amphiphilic resin-supported BINAP ligand and its use for rhodium-catalyzed asymmetric 1,4-addition of phenylboronic acid in water.

Authors: Yusuke Otomaru; Taichi Senda; Tamio Hayashi
Journal: Org Lett Date: 2004-09-16 Impact factor: 6.005

5. Catalytic C-C bond formation via capture of hydrogenation intermediates.

Authors: Hye-Young Jang; Michael J Krische
Journal: Acc Chem Res Date: 2004-09 Impact factor: 22.384

6. BINOL-based diphosphonites as ligands in the asymmetric Rh-catalyzed conjugate addition of arylboronic acids.

Authors: M T Reetz; D Moulin; A Gosberg
Journal: Org Lett Date: 2001-12-13 Impact factor: 6.005

7. Stereoselective C-glycoside formation by a rhodium(I)-catalyzed 1,4-addition of arylboronic acids to acetylated enones derived from glycals.

Authors: J Ramnauth; O Poulin; S S Bratovanov; S Rakhit; S P Maddaford
Journal: Org Lett Date: 2001-08-09 Impact factor: 6.005

8. Rhodium-catalyzed asymmetric ring opening of oxabicyclic alkenes with organoboronic acids.

Authors: Mark Lautens; Chris Dockendorff; Keith Fagnou; Adrianna Malicki
Journal: Org Lett Date: 2002-04-18 Impact factor: 6.005

9. Rhodium-catalyzed hydroarylation of alkynes with arylboronic acids: 1,4-shift of rhodium from 2-aryl-1-alkenylrhodium to 2-alkenylarylrhodium intermediate.

Authors: T Hayashi; K Inoue; N Taniguchi; M Ogasawara
Journal: J Am Chem Soc Date: 2001-10-10 Impact factor: 15.419

10. Solvent-free asymmetric olefin hydroformylation catalyzed by highly cross-linked polystyrene-supported (R,S)-BINAPHOS-Rh(I) complex.

Authors: Fumitoshi Shibahara; Kyoko Nozaki; Tamejiro Hiyama
Journal: J Am Chem Soc Date: 2003-07-16 Impact factor: 15.419

6 in total

1. Sequential aldol condensation-transition metal-catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids.

Authors: Yuan-Xi Liao; Chun-Hui Xing; Matthew Israel; Qiao-Sheng Hu
Journal: Org Lett Date: 2011-03-18 Impact factor: 6.005

2. A homogeneous, recyclable polymer support for Rh(I)-catalyzed C-C bond formation.

Authors: Ranjan Jana; Jon A Tunge
Journal: J Org Chem Date: 2011-09-23 Impact factor: 4.354

3. Tandem Aldol Condensation - Platinacycle-Catalyzed Addition Reactions of Aldehydes, Methyl Ketones and Arylboronic Acids.

Authors: Yuan-Xi Liao; Qiao-Sheng Hu
Journal: European J Org Chem Date: 2012-09-05