The protocenter concept: A method for teaching stereochemistry

Journal of Chemical Education

Volumn 87, Issue 6, 2010, Pages 604-607

  Lewis, David E ^a  

^a UNIVERSITY OF WISCONSIN EAU CLAIRE   (United States)

Author keywords

Chirality Optical Activity; Enantiomers; Stereochemistry; First Year Undergraduate General; Second Year Undergraduate; Organic Chemistry; Physical Chemistry; Textbooks Reference Books

Indexed keywords

EID: 77955864427     PISSN: 00219584     EISSN: None     Source Type: Journal    
DOI: 10.1021/ed100187q     Document Type: Article

References (38)

1. Biot, J. B. Bull. Soc. Philomath. Paris 1815, 190.
2. Biot, J. B.Bull. Soc. Philomath. Paris 1816, 125.
3. Biot, J. B.M'em. Acad. R. Sci. Inst. Fr. 1817, 41 (2), 114.
4. See (a) Pasteur, L. Researches on the Molecular Asymmetry of Natural Organic Products; University of Chicago Press: Chicago,IL, 1902; Alembic Club Reprints.
5. Vallery-Radot, P. Oeuvresde Pasteur; Masson et Cie.: Paris, 1922; Vol. 1, pp 315,329.
6. Wislicenus, J. Liebigs Ann. Chem. 1873, 167, 302.
7. van't Hoff, J. A. Voorstel tot Uitbreiding der tegenwoordig in descheikunde gebruitke Structuur-Formules in die ruimte; benevens eendaarmeê samenhangende opmerkung omtrent het verband tusschenoptisch actief Vermogen en Chemische Constitutie van OrgansicheVerbindingen; Utrecht, The Netherlands, 1874.
8. van't Hoff,J. A. Arch. Neerland. Sci. Exactes Nat. 1874, 9, 445.
9. van't Hoff,J. H. Bull. Soc. Chim. Fr. 1875, 23 (2), 295.
10. van't Hoff, J. A. La chimie dans l'espace; Bazendijk: Rotterdam, 1875.
11. van't Hoff,J. A. Die Lagerung der Atome im Raume; Vieweg: Braunschweig,1877; Hermann, F., translator.
12. Le Bel, J.-A. Bull. Soc. Chim. Fr. 1874, 22 (2), 337.
13. Walker, J. J. Chem. Soc. 1913, 103, 1127.
14. Kolbe, H. J. Prakt. Chem. 1877, [2] 15, 473. For an English translation of this work, see Wheland, G. W. Advanced OrganicChemistry, 3rd, ed.; John Wiley & Sons: New York, 1960;pp 197-198.
15. Ramberg, P. J. Chemical Structure, Spatial Arrangement: The Early History of Stereochemistry 1874-1914; Ashgate Publishing Company:Aldershot, U.K., 2003.
16. References in this Journal from just the past 11 years: (a) Mandal,D. K. J. Chem. Educ. 2007, 82, 274.
17. Mandal, D. K. J. Chem. Educ. 2000, 77, 866.
18. Wade, L. G., Jr. J. Chem. Educ. 2006, 83, 1793.
19. Gawley, R. E. J. Chem. Educ. 2005, 82, 1009.
20. Lloyd-Williams, P.; Giralt, E. J. Chem. Educ. 2005, 82, 1031.
21. Lloyd-Williams, P.; Giralt, E. J. Chem. Educ. 2003, 80, 1178.
22. Hart, H. J. Chem. Educ. 2001, 78, 1632.
23. Luján-Upton, H. J. Chem. Educ. 2001, 78, 475.
24. Siloac, E. J. Chem. Educ. 1999, 76, 798.
25. Neeland, E. G. J. Chem. Educ. 1998, 75, 1573.
26. Baker,R. W.; George, A. V.; Harding, M. M. J. Chem. Educ. 1998, 75,853.
27. Cahn, R. S.; Ingold, C. K. J. Chem. Soc. 1951, 612.
28. Cahn, R. S.; Ingold, C. K.; Prelog, V. Experientia 1956, 12, 81.
29. Cahn,R. S.; Ingold, C. K.; Prelog, V. Angew. Chem., Int. Ed. Engl. 1966, 5,385.
30. Cahn, R. S. J. Chem. Educ. 1964, 41, 116.
31. Fernelius, W. C.; Loening, K.; Adams, R. M. J. Chem. Educ. 1974, 51, 735.
32. Prelog, V.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1982, 21,567.
33. Reviews: (a) Noyori, R. Science 1990, 248, 1194.
34. Noyori, R.;Takaya, H. Acc. Chem. Res. 1990, 23, 345.
35. Walbrich, J. M.; Wilson, J. W.; Jones, W. M. J. Am. Chem. Soc.1968, 90, 2895.
36. Borden, W. T.; Corey, E. J. Tetrahedron Lett.1969, 6741.
37. Christie, G. H.; Kenner, J. J. Chem. Soc. 1922, 121, 614.
38. Newman, P.; Rutkin, P.; Mislow, K. J. Am. Chem. Soc. 1958, 80, 465.