Microwave-assisted synthesis and crystal structure of oxo(diperoxo)(4,4'- di-tert-butyl-2,2'-bipyridine)-molybdenum(Vl

Molecules

Volumn 14, Issue 9, 2009, Pages 3610-3620

  Amarante, Tatiana R ^a   Paz, Filipe A Almeida ^a   Gago, Sandra ^a   Gonçalves, Isabel S ^a   Pillinger, Martyn ^a   Rodrigues, Alirio E ^b   Abrantes, Marta ^b  

^a UNIVERSITY OF AVEIRO   (Portugal)

^b UNIVERSITY OF PORTO   (Portugal)

Author keywords

Microwave assisted synthesis; Molybdenum; N ligands; Peroxo complexes; X ray diffraction

Indexed keywords

MOLYBDENUM; ORGANOMETALLIC COMPOUND; OXO(DIPEROXO)(4,4' DI TERT BUTYL 2,2' BIPYRIDINE)MOLYBDENUM(VI); OXO(DIPEROXO)(4,4'-DI-TERT-BUTYL-2,2'-BIPYRIDINE)MOLYBDENUM(VI);

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; INFRARED SPECTROSCOPY; MICROWAVE RADIATION; X RAY CRYSTALLOGRAPHY;

CRYSTALLOGRAPHY, X-RAY; MICROWAVES; MODELS, MOLECULAR; MOLYBDENUM; ORGANOMETALLIC COMPOUNDS; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

EID: 70349556687     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules14093610     Document Type: Article

References (35)

1. Dickman, M.H.; Pope, M.T. Peroxo and superoxo complexes of chromium, molybdenum, and tungsten. Chem. Rev. 1994, 94, 569-584.
2. Lane, B.S.; Burgess, K. Metal-catalyzed epoxidations of alkenes with hydrogen peroxide. Chem. Rev. 2003, 103, 2457-2473.
3. Butler, A.; Clague, M.J.; Meister, G.E. Vanadium peroxide complexes. Chem. Rev. 1994, 94, 625-638.
4. Bortolini, O.; Conte, V. Vanadium (V) peroxocomplexes: Structure, chemistry and biological implications. J. Inorg. Biochem. 2006, 99, 1549-1557.
5. Bayot, D.; Devillers, M. Peroxo complexes of niobium(V) and tantalum(V). Coord. Chem. Rev. 2006, 250, 2610-2626.
6. Kühn, F.E.; Herrmann, W.A. Rhenium-oxo and rhenium-peroxo complexes in catalytic oxidations. In Structure and Bonding; Meunier, B., Ed.; Springer-Verlag: Heidelberg, Berlin, Germany, 2000; Vol.97, pp. 213-236.
7. Deubel, D.V.; Frenking, G.; Gisdakis, P.; Herrmann, W.A.; Rösch, N.; Sundermeyer, J. Olefin Epoxidation with Inorganic Peroxides. Solutions to four long-standing controversies on the mechanism of oxygen transfer. Acc. Chem. Res. 2004, 37, 645-652.
8. Burke, A.J. Chiral oxoperoxomolybdenum(VI) complexes for enantioselective olefin epoxidation: Some mechanistic and stereochemical reflections. Coord. Chem. Rev. 2008, 252, 170-175.
9. Thiel, W.R.; Eppinger, J. Molybdenum-catalyzed olefin epoxidation: Ligand effects. Chem. Eur. J. 1997, 3, 696-705.
10. Schlemper, E.O.; Schrauzer, G.N.; Hughes, L.A. Crystal structure of oxo(diperoxo)- bipyridylmolybdenum(VI). Polyhedron 1984, 3, 377-380.
11. Herrmann, W.A.; Thiel, W.R.; Kuchler, J.G. Wasserlösliche metallkomplexe und katalysatoren, IV. 2,2-Bipyridin-5-sulfonsäure: Synthese, reinigung, derivate und metallkomplexe. Chem. Ber. 1990, 723, 1953-1961.
12. Herrmann, W.A.; Thiel, W.R.; Kuchler, J.G.; Behm, J.; Herdtweck, E. Wasserlosliche metallkomplexe und katalysatoren, V. 2,2-Bipyridin-5-sulfonsaure und metallorganische Komplexe: Spektroskopie und strukturchemie. Chem. Ber. 1990, 723, 1963-1970.
13. Thiel, W.R.; Angstl, M.; Priermeier, T. Substituierte N,N-chelat-liganden-anwendungen in der molybdän-katalysierten olefin-epoxidation. Chem. Ber. 1994, 727, 2373-2379.
14. Thiel, W.R.; Priermeier, T. The First olefin-substituted peroxomolybdenum complex: Insight into a new mechanism for the molybdenum-catalyzed epoxidation of olefins. Angew. Chem. Int. Ed. Engl. 1995, 34, 1737-1738.
15. Glas, H.; Spiegler, M.; Thiel, W.R. Spectroscopic evidence for intramolecular MoVI(O2).HO-C hydrogen bonding in solution. Eur. J. Inorg. Chem. 1998, 275-281.
16. Carreiro, E.P.; Yong-En, G.; Burke, A.J. Synthesis, characterisation and reactivity of oxodiperoxo-[2-(1-pyrazolyl)-6-menthylpyridine]molybdenum(VI): The first chiral 2-(1- pyrazole)pyridineoxodiperoxomolybdenum(VI) Complex. Inorg. Chim. Acta 2006, 359, 1519-1523.
17. Brito, J.A.; Gómez, M.; Muller, G.; Teruel, H.; Clinet, J.C.; Duñach, E.; Maestro, M.A. Structural studies of mono- and dimetallic MoVI complexes-A new mechanistic contribution in catalytic olefin epoxidation provided by oxazoline ligands. Eur. J. Inorg. Chem. 2004, 4278-4285.
18. Maurya, M.R.; Kumar, M.; Sikarwar, S. Polymer-anchored oxoperoxo complexes of vanadium(V), molybdenum(VI) and tungsten(VI) as catalyst for the oxidation of phenol and styrene using hydrogen peroxide as oxidant. React. Funct. Polym. 2006, 66, 808-818.
19. Coelho, A.C.; Paz, F.A.A.; Klinowski, J.; Pillinger, M.; Gonçalves, I.S. Microwave assisted synthesis of molybdenum and tungsten tetracarbonyl complexes with a pyrazolylpyridine ligand. Crystal structure of cis-[Mo(CO)4{ethyl[3-(2-pyridyl)-1-pyrazolyl]acetate}]. Molecules 2006, 77, 40-952.
20. Ardon, M.; Hayes, P.D.; Hogarth, G. Microwave-assisted reflux in organometallic chemistry: Synthesis and structural determination of molybdenum carbonyl complexes. J. Chem. Educ. 2002, 79, 1249-1251.
21. VanAtta, S.L.; Duclos, B.A.; Green, D.B. Microwave-assisted synthesis of Group 6 (Cr, Mo, W) zerovalent organometallic carbonyl compounds. Organometallics 2000, 79, 2397-2399.
22. Ardon, M.; Hogarth, G.; Oscroft, D.T.W. Organometallic chemistry in a conventional microwave oven: the facile synthesis of group 6 carbonyl complexes. J. Organomet. Chem. 2004, 659, 2429-2435.
23. Lidstrom, P.; Tierney, J.; Wathey, B.; Westman, J. Microwave assisted organic synthesis-a review. Tetrahedron 2001, 57, 9225-9283.
24. Arzoumanian, H.; Agrifoglio, G.; Krentzien, H. Reaction of a tetrathiocyanato- dioxomolybdate(VI) anion with bipyridines. Synthesis of a highly efficient oxo-transfer catalyst. New J. Chem. 1996, 20, 699-705.
25. Monteiro, B.; Gago, S.; Neves, P.; Valente, A.A.; Goncalves, I.S.; Pereira, C.C.L.; Silva, C.M.; Pillinger, M. Effect of an ionic liquid on the catalytic performance of thiocyanatodioxomolybdenum(vi) complexes for the oxidation of cyclooctene and benzyl alcohol. Catal. Lett. 2009, 129, 350-357, and references cited therein.
26. Hinner, M.J.; Grosche, M.; Herdtweck, E.; Thiel, W.R. A Merrifield resin functionalized with molybdenum peroxo complexes: Synthesis and catalytic properties. Z. Anorg. Allg. Chem. 2003, 629, 2251-2257.
27. Gago, S.; Rodriguez-Borges, J.E.; Teixeira, C.; Santos, A.M.; J. Zhao, Pillinger, M.; Nunes, C.D.; Petrovski, Z.; Santos, T.M.; Kiihn, F.E.; Romão, C.C.; Goncalves, I.S. Synthesis, characterization and catalytic studies of bis(chloro)dioxomolybdenum(VI)-chiral diimine complexes. J. Mol. Catal. A Chem. 2005, 236, 1-6. (Pubitemid 40963142)
28. Kottke, T.; Stalke, D. Crystal handling at low temperatures. J. Appl. Crystallogr. 1993, 26, 615-619.
29. APEX2, Data Collection Software, Version 2.1-RC13; Bruker AXS: Delft, The Netherlands, 2006.
30. Cryopad, Remote monitoring and control, Version 1.451; Oxford Cryosystems: Oxford, UK, 2006.
31. SAINT+, Data Integration Engine, Version 7.23a. Bruker AXS,: Madison, WI, USA; © 1997-2005.
32. Sheldrick, G.M. SADABS, Version 2.01, Bruker/Siemens Area Detector Absorption Correction Program; Bruker AXS: Madison, WI, USA, 1998.
33. Sheldrick, G.M. A short history of SHELX. Acta Crystallogr. A 2008, 64, 112-122.
34. Sheldrick, G.M. SHELXS-97, Program for Crystal Structure Solution; University of Göttingen, Gottingen, Germany, 1997.
35. Sheldrick, G.M. SHELXL-97, Program for Crystal Structure Refinement; University of Gottingen: Gottingen, Germany, 1997.