Benign catalysis with iron: Unique selectivity in catalytic isomerization reactions of olefins

ChemSusChem

Volumn 5, Issue 4, 2012, Pages 734-739

  Jennerjahn, Reiko ^a   Jackstell, Ralf ^a   Piras, Irene ^a   Franke, Robert ^b,c   Jiao, Haijun ^a   Bauer, Matthias ^d   Beller, Matthias ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

^b OXENO Olefinchemie GmbH   (Germany)

^c RUHR UNIVERSITY BOCHUM   (Germany)

^d University of Koblenz Landau   (Germany)

Author keywords

alkenes; homogeneous catalysis; iron; isomerization; selectivity

Indexed keywords

CATALYSIS; CATALYST SELECTIVITY; CATALYSTS; DENSITY FUNCTIONAL THEORY; EXTENDED X RAY ABSORPTION FINE STRUCTURE SPECTROSCOPY; IRON; ISOMERIZATION; METAL COMPLEXES; PRECIOUS METALS; REACTION KINETICS;

CATALYTIC ISOMERIZATION; DFT CALCULATION; EXTENDED X-RAY ABSORPTION FINE STRUCTURE MEASUREMENTS; FUNCTIONALIZED; HOMOGENEOUS CATALYSIS; IN-SITU; NOBLE METAL CATALYSTS; REACTION MECHANISM; SELECTIVE GENERATION; TERMINAL OLEFINS;

OLEFINS;

ALKENE; IRON;

ARTICLE; CATALYSIS; CHEMISTRY; ENZYME SPECIFICITY; GREEN CHEMISTRY; ISOMERISM; METHODOLOGY;

ALKENES; CATALYSIS; GREEN CHEMISTRY TECHNOLOGY; IRON; ISOMERISM; SUBSTRATE SPECIFICITY;

EID: 84859321094     PISSN: 18645631     EISSN: 1864564X     Source Type: Journal    
DOI: 10.1002/cssc.201100404     Document Type: Article

References (57)

1. A. Behr, Angewandte Homogene Katalyse, Wiley-VCH, Weinheim, 2008.
2. K. C. Nicolaou, K. S. Costa, A. Snyder, Classics in Total Synthesis II: More Targets, Strategies, Methods, Wiley-VCH, Weinheim, 2003.
3. Transition Metals for Organic Synthesis (Eds.:, M. Beller, C. Bolm,), Wiley-VCH, Weinheim, 1998.
4. E. C. Constable, Metals and Ligand Reactivity, Wiley, New York, 1990.
5. nd ed., Wiley, Hoboken, 1993.
6. st ed., Wiley-VCH, Weinheim, 2008.
7. C. Bolm, J. Legros, J. Le Paih, L. Zani, Chem. Rev. 2004, 104, 6217-6254.
8. A. Correa, O. Garcia Mancheno, C. Bolm, Chem. Soc. Rev. 2008, 37, 1108-1117.
9. W. M. Czaplik, M. Mayer, J. Cvengroš, A. J. von Wangelin, ChemSusChem 2009, 2, 396-417.
10. A. Fürstner, Angew. Chem. 2009, 121, 1390-1393
11. Angew. Chem. Int. Ed. 2009, 48, 1364-1367.
12. M. Jacoby, C&EN 2009, 87 (14), 8.
13. A. Fürstner, K. Majima, R. Martín, H. Krause, E. Kattnig, R. Goddard, C. W. Lehmann, J. Am. Chem. Soc. 2008, 130, 1992-2004.
14. M. Holzwarth, A. Dieskau, M. Tabassam, B. Plietker, Angew. Chem. 2009, 121, 7387-7391
15. Angew. Chem. Int. Ed. 2009, 48, 7251-7255.
16. S. Magens, B. Plietker, J. Org. Chem. 2010, 75, 3715-3721.
17. N. Meyer, A. J. Lough, R. H. Morris, Chem. Eur. J. 2009, 15, 5605-5610.
18. S. Shaik, Nat. Chem. 2010, 2, 347-349.
19. C. Sui-Seng, F. Freutel, A. J. Lough, R. H. Morris, Angew. Chem. 2008, 120, 954-957
20. Angew. Chem. Int. Ed. 2008, 47, 940-943.
21. C. Dugave, L. Demange, Chem. Rev. 2003, 103, 2475-2532.
22. nd ed., (Eds.: B. Cornils, W. A. Herrmann,), Wiley-VCH, Weinheim, 2002.
23. A. Seayad, M. Ahmed, H. Klein, R. Jackstell, T. Gross, M. Beller, Science 2002, 297, 1676-1678.
24. S. L. Desset, D. J. Cole-Hamilton, D. F. Foster, Chem. Commun. 2007, 1933-1935.
25. C. Jimenez Rodriguez, D. F. Foster, G. R. Eastham, D. J. Cole-Hamilton, Chem. Commun. 2004, 1720-1721.
26. D. Banti, J. C. Mol, J. Organomet. Chem. 2004, 689, 3113-3116.
27. M. Ito, S. Kitahara, T. Ikariya, J. Am. Chem. Soc. 2005, 127, 6172-6173.
28. T. Kobayashi, H. Yorimitsu, K. Oshima, Chem. Asian J. 2009, 4, 1078-1083.
29. N. Kuznik, S. Krompiec, Coord. Chem. Rev. 2007, 251, 222-233.
30. K. Tanaka, E. Okazaki, Y. Shibata, J. Am. Chem. Soc. 2009, 131, 10822-10823.
31. E. Frankel, E. Emken, V. Davison, J. Am. Oil Chem. Soc. 1966, 43, 307-311.
32. D. B. Grotjahn, L. Casey, G. L. Erdogan, J. Gustafson, A. Sharma, R. Nair, Catal. Org. React. 2009, 123, 379-387.
33. G. L. Erdogan, D. B. Grotjahn, J. Am. Chem. Soc. 2009, 131, 10354-10355.
34. D. B. Grotjahn, C. R. Larsen, J. L. Gustafson, R. Nair, A. Sharma, J. Am. Chem. Soc. 2007, 129, 9592-9593.
35. J. García-Úlvarez, J. Gimeno, F. J. Suárez, Organometallics 2011, 30, 2893-2896.
36. T. J. Donohoe, T. J. C. O'Riordan, C. P. Rosa, Angew. Chem. 2009, 121, 1032-1035
37. Angew. Chem. Int. Ed. 2009, 48, 1014-1017.
38. H. J. Lim, C. R. Smith, T. V. RajanBabu, J. Org. Chem. 2009, 74, 4565-4572.
39. A. Boddien, B. Loges, F. Gärtner, C. Torborg, K. Fumino, H. Junge, R. Ludwig, M. Beller, J. Am. Chem. Soc. 2010, 132, 8924-8934.
40. K. M. Driller, S. Prateeptongkum, R. Jackstell, M. Beller, Angew. Chem. 2011, 123, 558-562
41. Angew. Chem. Int. Ed. 2011, 50, 537-541.
42. C. Federsel, A. Boddien, R. Jackstell, R. Jennerjahn, P. J. Dyson, R. Scopelliti, G. Laurenczy, M. Beller, Angew. Chem. 2010, 122, 9971-9974
43. Angew. Chem. Int. Ed. 2010, 49, 9777-9780.
44. S. C. Bart, E. Lobkovsky, P. J. Chirik, J. Am. Chem. Soc. 2004, 126, 13794-13807
45. M. Mayer, A. Welther, A. Jacobi von Wangelin, ChemCatChem 2011, 3, 1567-1571.
46. C. P. Casey, C. R. Cyr, J. Am. Chem. Soc. 1973, 95, 2248-2253.
47. M. R. Reddy, M. Periasamy, J. Organomet. Chem. 1995, 491, 263-266.
48. R. C. van der Drift, E. Bouwman, E. Drent, J. Organomet. Chem. 2002, 650, 1-24.
49. K. R. Sawyer, E. A. Glascoe, J. F. Cahoon, J. P. Schlegel, C. B. Harris, Organometallics 2008, 27, 4370-4379.
50. W. Hieber, F. Leutert, Z. Anorg. Allg. Chem. 1932, 204, 145-164.
51. B. Plietker, A. Dieskau, Eur. J. Org. Chem. 2009, 775-787.
52. D. H. Ess, S. E. Wheeler, R. G. Iafe, L. Xu, N. Çelebi- Ölşüm, K. N. Houk, Angew. Chem. 2008, 120, 7704-7713
53. Angew. Chem. Int. Ed. 2008, 47, 7592-7601.
54. C. H. Wei, L. F. Dahl, J. Am. Chem. Soc. 1969, 91, 1351-1361.
55. N. Binsted, J. Evans, G. N. Greaves, R. J. Price, J. Chem. Soc. Chem. Commun. 1987, 1330-1333.
56. N. Binsted, S. L. Cook, J. Evans, G. N. Greaves, R. J. Price, J. Am. Chem. Soc. 1987, 109, 3669-3676.
57. R. J. De Pasquale, Synth. Commun. 1980, 10, 225-231.