Derivatives of tetraphenylmethane and tetraphenylsilane: Synthesis of new tetrahedral building blocks for molecular construction

Canadian Journal of Chemistry

Volumn 81, Issue 5, 2003, Pages 376-380

  Fournier, Jean Hugues ^a   Wang, Xin ^a   Wuest, James D ^a  

^a UNIVERSITÉ DE MONTRÉAL   (Canada)

Author keywords

Molecular and supramolecular design and construction; Organic synthesis; Tetrahedral building blocks; Tetraphenylmethane; Tetraphenylsilane

Indexed keywords

CHROMATOGRAPHY; COMPLEXATION; CRYSTALLINE MATERIALS; DERIVATIVES;

CRYSTALLINE PRODUCTS;

AROMATIC HYDROCARBONS;

METHANE; TETRAKIS(4 BROMOPHENYL)SILANE; TETRAKIS(4 FORMYLPHENYL)METHANE; TETRAKIS(4 HYDROXYPHENYL)METHANE; TETRAKIS(4 HYDROXYPHENYL)SILANE; TETRAKIS(4 IODOPHENYL)SILANE; TETRAKIS[(4 CHLOROMETHYL)PHENYL]SILANE; TETRAKIS[(4 HYDROXYMETHYL)PHENYL]METHANE; TETRAKIS[(4 HYDROXYMETHYL)PHENYL]SILANE; TETRAPHENYLMETHANE; TETRAPHENYLSILANE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CHROMATOGRAPHY; CRYSTAL STRUCTURE; CRYSTALLIZATION; GEOMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS;

EID: 0042371421     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/v03-056     Document Type: Article

References (45)

1. J.-H. Fournier, T. Maris, J.D. Wuest, W. Guo, and E. Galoppini, J. Am. Chem. Soc. 125, 1002 (2003).
2. L. Vaillancourt, M. Simard, and J.D. Wuest. J. Org. Chem. 63, 9746 (1998).
3. P. Brunet, M. Simard, and J.D. Wuest. J. Am. Chem. Soc. 119, 2737 (1997).
4. D. Su, X. Wang, M. Simard, and J.D. Wuest. Supramol. Chem. 6, 171 (1995).
5. X. Wang, M. Simard, and J.D. Wuest. J. Am. Chem. Soc. 116, 12 119 (1994).
6. M. Simard, D. Su, and J.D. Wuest. J. Am. Chem. Soc. 113, 4696 (1991).
7. R. Thaimattam, D.S. Reddy, F. Xue, T.C.W. Mak, A. Nangia, and G.R. Desiraju. New J. Chem. 143 (1998).
8. F.-Q. Liu and T.D. Tilley. J. Chem. Soc., Chem. Commun. 103 (1998).
9. E. Galoppini and R. Gilardi. J. Chem. Soc., Chem. Commun. 173 (1999).
10. G.P. Lorenzi, A. Manessis, N.C. Tirelli, and V. Gramlich. Struct. Chem. 8, 435 (1997).
11. D. Venkataraman, S. Lee, J.S. Moore, P. Zhang, K.A. Hirsch, G.B. Gardner, A.C. Covey, and C.L. Prentice. Chem. Mater. 8, 2030 (1996).
12. B.F. Hoskins and R. Robson. J. Am. Chem. Soc. 112, 1546 (1990).
13. J.B. Lambert, Y. Zhao, and C.L. Stern. J. Phys. Org. Chem. 10, 229 (1997).
14. G.M. Hübner, G. Nachtsheim, Q.Y. Li, C. Seel, and F. Vögtle. Angew. Chem., Int. Ed. Engl. 39, 1269 (2000).
15. E.C. Constable, O. Eich, C.E. Housecroft, and D.C. Rees. Inorg. Chim. Acta, 300-302, 158 (2000).
16. U.-M. Wiesler and K. Müllen. J. Chem. Soc., Chem. Commun. 2293 (1999).
17. R.J. Reid, H. Li, and M.J. Marsella. Polym. Prepr. Am. Chem. Soc. Div. Polym. Chem. 40, 195 (1999).
18. S. Sengupta and S.K. Sadhukhan. Tetrahedron Lett. 40, 9157 (1999).
19. D. Su and F.M. Menger. Tetrahedron Lett. 38, 1485 (1997).
20. I. Sava, M. Bruma, B. Schulz, F. Mercer, V.N. Reddy, and N. Belomoina. J. Appl. Polym. Sci. 65, 1533 (1997).
21. L.M. Wilson and A.C. Griffin. J. Mater. Chem. 3, 991 (1993).
22. G. Drefahl and D. Lorenz. J. Prakt. Chem. 24, 312 (1964).
23. J.P. Novak and D.L. Feldheim. J. Am. Chem. Soc. 122, 3979 (2000).
24. E.C. Constable, O. Eich, D. Fenske, C.E. Housecroft, and L.A. Johnston. Chem. Eur. J. 6, 4364 (2000).
25. O. Mongin and A. Gossauer. Tetrahedron, 53, 6835 (1997).
26. C. Lambert, W. Gaschler, G. Nöll, M. Weber, E. Schmälzlin, C. Bräuchle, and K. Meerholz. J. Chem. Soc., Perkin Trans. 2, 964 (2001).
27. H.-C. Yeh, R.-H. Lee, L.-H. Chan, T.-Y.J. Lin, C.-T. Chen, E. Balasubramaniam, and Y.-T. Tao. Chem. Mater. 13, 2788 (2001).
28. H. Zhao, C. Tanjutco, and S. Thayumanavan. Tetrahedron Lett. 42, 4421 (2001).
29. M.R. Robinson, S. Wang, G.C. Bazan, and Y. Cao. Adv. Mater. 12, 1701 (2000).
30. S. Wang, W.J. Oldham, Jr., R.A. Hudack, Jr., and G.C. Bazan. J. Am. Chem. Soc. 122, 5695 (2000).
31. T.J. Zimmermann, O. Freundel, R. Gompper, and T.J.J. Müller. Eur. J. Org. Chem. 3305 (2000).
32. N. Armaroli, V. Balzani, J.-P. Collin, P. Gaviña, J.-P. Sauvage, and B. Ventura. J. Am. Chem. Soc. 121, 4397 (1999).
33. A. Pegenau, T. Hegmann, C. Tschierske, and S. Diele. Chem. Eur. J. 5, 1643 (1999).
34. R.K.R. Jetti, F. Xue, T.C.W. Mak, and A. Nangia. J. Chem. Soc., Perkin Trans. 2, 1223 (2000).
35. Y. Yao and J.M. Tour. J. Org. Chem. 64, 1968 (1999).
36. H.W. Gibson, P.T. Engen, and S.-H. Lee. Polymer, 40, 1823 (1999).
37. F.M. Raymo, K.N. Houk, and J.F. Stoddart. J. Am. Chem. Soc. 120, 9318 (1998).
38. C. Pugh, J.-Y Bae, J.R. Scott, and C.L. Wilkins. Macromolecules, 30, 8139 (1997).
39. A.M.W. Cargill Thompson, J. Hock, J.A. McCleverty, and M.D. Ward. Inorg. Chim. Acta, 256, 331 (1997).
40. M. Grimm, B. Kirste, and H. Kurreck. Angew. Chem., Int. Ed. Engl. 25, 1097 (1986).
41. B. Kirste, M. Grimm, and H. Kurreck. J. Am. Chem. Soc. 111, 108 (1989).
42. F.A. Neugebauer, H. Fischer, and R. Bernhardt. Chem. Ber. 109, 2389 (1976).
43. T.J. Zimmermann and T.J.J. Müller. Synthesis, 1157 (2002).
44. M. Charissé, S. Roller, and M. Dräger. J. Organomet. Chem. 427, 23 (1992).
45. H. Hopff, J.M. Deuber, and A. Said. Helv. Chim. Acta, 54, 117 (1971).