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 2006(10): 1639-1644
DOI: 10.1055/s-2006-926453
DOI: 10.1055/s-2006-926453
PAPER
© Georg Thieme Verlag Stuttgart · New York
Effective Removal and Quantitative Analysis of Pd, Cu, Ni, and Pt Catalysts from Small-Molecule Products
Further Information
Received
7 November 2005
Publication Date:
27 April 2006 (online)
Publication History
Publication Date:
27 April 2006 (online)
Abstract
We demonstrate the ability of N,N-diethylphenylazothioformamide and N,N-bis[tetra(ethylene glycol)monomethyl ether]phenylazothioformamide ligands to dissolve the four transition metals: palladium, copper, nickel and platinum. The method allows solubilisation and quantitative analysis of the transition-metal content in their bulk metallic forms and as nanoparticles produced during their use as catalysts in Sonogashira coupling reactions.
Key words
palladium - copper - nickel - cross-coupling reaction - catalysis
- 1
Königsberger K.Chen G.Wu RR.Girgis MJ.Prasad K.Repič O.Blacklock TJ. Org. Process Res. Dev. 2003, 7: 733 - 2
Manley PW.Acemoglu M.Marterer W.Pachinger W. Org. Process Res. Dev. 2003, 7: 436 - 3
Urawa Y.Miyazawa M.Ozeki N.Ogura K. Org. Process Res. Dev. 2003, 7: 191 - 4
Ferrari C.Predieri G.Tiripicchio A. Chem. Mater. 1992, 4: 243 - 5
Chen C.Dagneau P.Grabowski EJJ.Oballa R.O’Shea P.Prasit P.Robichaud J.Tillyer R.Wang X. J. Org. Chem. 2003, 68: 2633 - 6
Rosso VW.Lust DA.Bernot OJ.Grosso JA.Modi SP.Rusowicz A.Sedergran TC.Simpson JH.Srivastava SK.Humora MJ.Anderson NG. Org. Process Res. Dev. 1997, 1: 311 - 7
Garret CE.Prasad K. Adv. Synth. Catal. 2004, 346: 889 - 8
Schmuckler G. inventors; (Technion Research and Development Foundation Ltd.), DE1533131. ; Chem. Abstr. 1969, 71, 32590 - 9
Villa M,Cannata V,Rosi A, andAllegrini P. inventors; (Zambon Group S.P.A.) WO 9851646. ; Chem. Abstr. 1998, 130, 15127 - 10
Krebs FC.Nyberg RB.Jørgensen M. Chem. Mater. 2004, 16: 1313 - 11
Sellinger A.Tamaki R.Laine RM.Ueno K.Tanabe H.Williams E.Jabbour GE. Chem. Commun. 2005, 3700 - 12
Nielsen KT.Spanggaard H.Krebs FC. Macromolecules 2005, 38: 1180 - 13
Nielsen KT.Spanggaard H.Krebs FC. Displays 2004, 25: 231 - 14
Nielsen KT.Bechgaard K.Krebs FC. Macromolecules 2005, 38: 658 - 15
Ritleng V.Sirlin C.Pfeffer M. Chem. Rev. 2002, 102: 1731 - 16
Dieck HA.Heck FR. J. Organomet. Chem. 1975, 93: 259 - 17
Sonogashira K.Tohda Y.Hagihara N. Tetrahedron Lett. 1975, 50: 4467 - 18
Milstein D.Stille JK. J. Am. Chem. Soc. 1978, 100: 3636 - 19
Suzuki A. Acc. Chem. Res. 1982, 15: 178 - 20
Negishi E.King AO.Okukado N. J. Org. Chem. 1977, 42: 1821 - 21
Okuro K.Furuune M.Enna M.Miura M.Nomura M. J. Org. Chem. 1993, 58: 4716 - 22
Beletskaya IP.Latyshev GV.Tsvetkov AV.Lukashev NV. Tetrahedron Lett. 2003, 44: 5011 - 23
Bechgaard K. Thesis University of Copenhagen; Denmark: 1973. - 24
Jensen KA.Bechgaard K.Pedersen CTH. Acta Chem. Scand. 1972, 26: 2913 - 25
Selve C.Ravey J.-C.Stebe M.-J.Moudjahid CE.Moumni EM.Delpuech J.-J. Tetrahedron 1991, 47: 411 - 26
Pedersen DS.Rosenbohm C. Synthesis 2001, 2431