Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
          
          https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
        Synthesis  2002(15): 2171-2173
DOI: 10.1055/s-2002-34836
   DOI: 10.1055/s-2002-34836
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New YorkHighly Selective and Efficient 
      Catalyst for Carbonylation of Aryl Iodides:
Dimeric Palladium 
      Complex Containing Carbon-Palladium Covalent Bond
Further Information
            
               
                  
                        
                              Received
                              26 April 2002 
                      
Publication Date:
21 October 2002 (online)
            
         
      
   Publication History
Publication Date:
21 October 2002 (online)

Abstract
Dimeric cyclometallated oxime palladium complex containing palladium-carbon covalent bond was found to efficiently catalyze the carbonylation reactions of aryl iodides with various alcohols to give esters in excellent yields with high selectivity. These complexes were also stable under a carbon monoxide atmosphere at high temperatures.
Key words
palladacycle - carbonylation - aryl iodides - turnover numbers - aromatic esters
- 1a 
             
            Schoenberg A.Bartoletti I.Heck RF. J. Org. Chem. 1974, 39: 3318
- 1b 
             
            Schoenberg A.Heck RF. J. Org. Chem. 1974, 39: 3327
- 1c 
             
            Hidai M.Hikita T.Wada Y.Fujikura Y.Uchida Y. Bull. Chem. Soc. Jpn. 1975, 48: 2075
- 1d 
             
            Ito T.Mori K.Mizoroki T.Osaki A. Bull. Chem. Soc. Jpn. 1975, 48: 2091
- 1e 
             
            Stille JK.Wong PK. J. Org. Chem. 1975, 40: 532
- 2 
             
            Tsuji J. In Palladium Reagents and Catalysts John Wiley & Sons; Tokyo: 1995. p.188-209Reference Ris Wihthout Link
- 3a 
             
            Sugihara T.Coperet C.Owczarczy Z.Haring LS.Negishi E. J. Am. Chem. Soc. 1994, 116: 7923
- 3b 
             
            Grigg R.Sridharan V. Tetrahedron Lett. 1993, 34: 7471
- 3c 
             
            Harris GD.Herr RJ.Weinreb S. J. Org. Chem. 1992, 57: 2528
- 3d 
             
            Harris GD.Herr RJ.Weinreb S. J. Org. Chem. 1993, 58: 5452
- 4a 
             
            Takahashi T.Nagashima T.Tsuji J. Chem.Lett. 1980, 369
- 4b 
             
            Takahashi T.Ikeda H.Tsuji J. Tetrahedron Lett. 1980, 21: 3885
- 5a 
             
            Sugi Y.Takeuchi K.Hanaoka T.Matsuzaki T.Takagi S.Doi Y. J. Jpn. Pet. Inst. 1994, 37: 70
- 5b 
             
            Kubota M.Hanaoka T.Takeuchi K.Sugi Y. Synlett 1994, 515
- 6a 
             
            Yoneyama M.Kakimoto M.Imai Y. Macromolecules 1988, 21: 1908 ; and references cited therein
- 6b 
             
            Yoneyma M.Kakimoto M.Imai Y. Macromolecules 1989, 22: 2593
- 7 
             
            Perry RJ.Tuner SR.Blevins RW. Macromolecules 1993, 26: 1509
- 8 
             
            Kubota Y.Takeuchi K.Hanaoka T.Sugi Y. Bull. Chem. Soc. Jpn. 1994, 67: 563
- 9a 
             
            Applied Homogeneous Catalysis with Organometallic Compounds
              
             
            Cornils B.Herrmann WA. VCH; Weinhiem: .
- 9b Marr A. C., Ditzel E. J., Benyei A. C., Lightfoot P., Cole-Hamilton D. J.; Chem. Commun.; 1999, 1379
- 9c 
             
            Goedheijt MS.Reek JNH.Kamer PCJ.van Leeuwen PWNM. Chem. Commun. 1998, 2431
- 10a 
             
            Albisso DA.Bedford RB.Staley EA. Chem. Commun. 1998, 2095
- 10b 
             
            Ohff M.Ohff A.Milstein D. Chem. Commun. 1999, 357
- 11a 
             
            Onoue H.Minami K.Nakagawa K. Bull. Chem. Soc. Jpn. 1970, 43: 3480
- 11b 
             
            Iyer S.Ramesh C. Tetrahedron Lett. 2000, 41: 8981
- 12 
             
            Kubota Y.Nakada S.Sugi Y. Mater. Trans., JIM 2002, 43: 326
 
    