Reductions of phosphine oxides and sulfides by perchlorosilanes: Evidence for the involvement of donor-stabilized dichlorosilylene

Journal of Organic Chemistry

Volumn 77, Issue 1, 2012, Pages 1-4

  Krenske, Elizabeth H ^a,b  

^a UNIVERSITY OF MELBOURNE   (Australia)

^b Australian Research Council Centre of Excellence for Free Radical Chemistry and Biotechnology   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

DIFFERENT MECHANISMS; PHOSPHINE OXIDE; PHOSPHINE SULFIDE; PHOSPHORANES; QUANTUM-MECHANICAL CALCULATION;

QUANTUM THEORY; STEREOSELECTIVITY; SULFUR COMPOUNDS;

PHOSPHORUS COMPOUNDS;

PHOSPHINE OXIDE DERIVATIVE; SILANE DERIVATIVE; SULFIDE;

ARTICLE; CALCULATION; CHEMICAL BOND; CHEMICAL REACTION; ENERGY; QUANTUM MECHANICS; STEREOCHEMISTRY;

EID: 84855554027     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo202370x     Document Type: Article

References (21)

1. Quin, L. D. A Guide to Organophosphorus Chemistry; Wiley: New York, 2000; pp 74-76.
2. Naumann, K.; Zon, G.; Mislow, K. J. Am. Chem. Soc. 1969, 91, 7012-7023
3. Zon, G.; DeBruin, K. E.; Naumann, K.; Mislow, K. J. Am. Chem. Soc. 1969, 91, 7023-7027
4. The stereoselectivities of reductions of cyclic analogues can differ markedly from those of their acyclic counterparts; see, e.g.: DeBruin, K. E.; Zon, G.; Naumann, K.; Mislow, K. J. Am. Chem. Soc. 1969, 91, 7027-7030
5. Urry, G. Acc. Chem. Res. 1970, 3, 306-312
6. Meyer-Wegner, F.; Nadj, A.; Bolte, M.; Auner, N.; Wagner, M.; Holthausen, M. C.; Lerner, H.-W. Chem.-Eur. J. 2011, 17, 4715-4719
7. Ghadwal, R. S.; Roesky, H. W.; Merkel, S.; Henn, J.; Stalke, D. Angew. Chem., Int. Ed. 2009, 48, 5683-5686
8. Ghadwal, R. S.; Pröpper, K.; Dittrich, B.; Jones, P. G.; Roesky, H. W. Inorg. Chem. 2011, 50, 358-364
9. Frisch, M. J. Gaussian 03, Revision E.01; Gaussian, Inc.: Wallingford, CT, 2004.
10. Frisch, M. J. Gaussian 09, Revision A.02; Gaussian, Inc.: Wallingford, CT, 2009.
11. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789
12. Becke, A. D. J. Chem. Phys. 1993, 98, 1372-1377
13. Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652
14. Grimme, S. J. Chem. Phys. 2003, 118, 9095-9102
15. Gerenkamp, M.; Grimme, S. Chem. Phys. Lett. 2004, 392, 229-235
16. Barone, V.; Cossi, M. J. Phys. Chem. A 1998, 102, 1995-2001
17. Barone, V.; Cossi, M.; Tomasi, J. J. Comput. Chem. 1998, 19, 404-417
18. Grimme, S. J. Comput. Chem. 2006, 27, 1787-1799
19. Xiong, Y.; Yao, S.; Müller, R.; Kaupp, M.; Driess, M. Nature Chem. 2010, 2, 577-580
20. Gonzalez, C.; Schlegel, H. B. J. Chem. Phys. 1989, 90, 2154-2161
21. Gonzalez, C.; Schlegel, H. B. J. Phys. Chem. 1990, 94, 5523-5527