Synthesis of a chiral tube

Angewandte Chemie - International Edition

Volumn 42, Issue 10, 2003, Pages 1170-1172

  Herges, Rainer ^a   Deichmann, Markus ^a   Wakita, Tsuneki ^b   Okamoto, Yoshio ^b  

^a UNIVERSITY OF KIEL   (Germany)

^b NAGOYA UNIVERSITY   (Japan)

Author keywords

Alkylation; Aromatic substitution; Chiral resolution; Circular dichroism; Nanotubes

Indexed keywords

ALKYLATION; CARBON NANOTUBES; FRIEDEL-CRAFTS REACTION; HIGH TEMPERATURE EFFECTS; SYNTHESIS (CHEMICAL); TUBES (COMPONENTS);

CHIRAL TUBES;

CHEMICAL ENGINEERING;

ACID; CHEMICAL COMPOUND;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CHIRAL CHROMATOGRAPHY; CHIRALITY; ENANTIOMER; FRIEDEL CRAFTS REACTION; HIGH TEMPERATURE; NANOTECHNOLOGY; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0037429807     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390308     Document Type: Article

References (35)

1. a) T. Kawase, H. R. Darabi, M. Oda, Angew. Chem. Int. Ed. Engl. 1996, 108, 2803-2805; Angew. Chem. Int. Ed. Engl. 1996, 35, 2664-2666;
2. a) T. Kawase, H. R. Darabi, M. Oda, Angew. Chem. Int. Ed. Engl. 1996, 108, 2803-2805; Angew. Chem. Int. Ed. Engl. 1996, 35, 2664-2666;
3. b) S. Kammermeier, R. Herges, Angew. Chem. 1996, 108, 470-472; Angew. Chem. Int. Ed. Engl. 1996, 35, 417-419;
4. b) S. Kammermeier, R. Herges, Angew. Chem. 1996, 108, 470-472; Angew. Chem. Int. Ed. Engl. 1996, 35, 417-419;
5. c) S. Kammermeier, P. G. Jones, R. Herges, Angew. Chem. 1996, 108, 2834-2836; Angew. Chem. Int. Ed. Engl. 1996, 35, 2669-2671;
6. c) S. Kammermeier, P. G. Jones, R. Herges, Angew. Chem. 1996, 108, 2834-2836; Angew. Chem. Int. Ed. Engl. 1996, 35, 2669-2671;
7. d) S. Kammermeier, P. G. Jones, R. Herges, Angew. Chem. 1997, 109, 2317; Angew. Chem. Int. Ed. Engl. 1997, 36, 2200-2202;
8. d) S. Kammermeier, P. G. Jones, R. Herges, Angew. Chem. 1997, 109, 2317; Angew. Chem. Int. Ed. Engl. 1997, 36, 2200-2202;
9. e) S. Kammermeier, P. G. Jones, I. Dix, R. Herges, Acta Crystallogr. Sect. C 1998, 54, 1078-1081;
10. f) R. Herges, M. Deichmann, J. Grunenberg, G. Bucher, Chem. Phys. Lett. 2000, 327, 149-152;
11. g) F. Diederich, Y. Rubin, C. B. Knobler, R. L. Whetten, K. E. Schriver, K. N. Houk, Science 1989, 245, 1088-1090;
12. h) Y. Rubin, C. B. Knobler, F. Diederich, J. Am. Chem. Soc. 1990, 112, 1607-1617;
13. i) Y. Tobe, T. Fujii, H. Matsumoto, K. Naemura, Y. Achiba, T. Wakabayashi, J. Am. Chem. Soc. 1996, 118, 2758-2759.
14. For review see: A. Hirsch, Angew. Chem. 2002, 114, 1933-1939; Angew. Chem. Int. Ed. 2002, 41, 1853-1859.
15. For review see: A. Hirsch, Angew. Chem. 2002, 114, 1933-1939; Angew. Chem. Int. Ed. 2002, 41, 1853-1859.
16. a) C. W. Bauschlicher, Chem. Phys. Lett. 2000, 322, 237-241;
17. b) K. F. Kelly, I. W. Chiang, E. T. Mickelson, R. H. Hauge, J. L. Margrave, X. Wang, G. E. Scuseria, C. Radloff, N. J. Halas, Chem. Phys. Lett. 1999, 313, 445-450;
18. c) P. J. Boul, J. Liu, E.T. Mickelson, C. B. Huffman, L. M. Ericson, I. W. Chiang, K. A. Smith, D. T. Colbert, R. H. Hauge, J. L. Margrave, R. E. Smalley, Chem. Phys. Lett. 1999, 310, 367-372;
19. d) E. T. Mickelson, C. B. Huffman, A. G. Rinzler, R. E. Smalley, R. H. Hauge, J. L. Margrave, Chem. Phys. Lett. 1998, 296, 188-194;
20. e) Y. Chen, R. C. Haddon, S. Fang, A. M. Rao, P. C. Eklund, W. H. Lee, E. C. Dickey, E. A. Grulke, J. C. Pendergrass, A. Chavan, B. E. Haley, R. E. Smalley, J. Mater. Res. 1998, 13, 2423-2431;
21. f) S. Banerjee, S. Wong, J. Am. Chem. Soc. 2002, 124, 8940-8948.
22. a) D. B. Mawhinney, V. Naumenko, A. Kuznetsova, J. T. Yates, Jr., J. Liu, R. E. Smalley, J. Am. Chem. Soc. 2000, 122, 2383-2384;
23. b) S. S. Wong, A. T. Wooley, E. Joselevich, C. M. Lieber, Chem. Phys. Lett. 1999, 306, 219-225;
24. c) J. E. Riggs, D. B. Walker, D. L. Carroll, Y.-P. Sun, J. Phys. Chem. B 2000, 104, 7071-7076;
25. d) S. S. Wong, E. Joselevich, A. T. Wooley, C. L. Cheung, C. M. Lieber, Nature 1998, 394, 52-55;
26. e) S. S. Wong, A. T. Wooley, E. Joselevich, C. L. Cheung, C. M. Lieber, J. Am. Chem. Soc. 1998, 120, 8557-8558;
27. f) J. Chen, H. H. Hamon, Y. Chen, A. M. Rao, P. C. Eklund, R. C. Haddon, Science 1998, 282, 95-98.
28. a) M. Oda, H. R. Darabi, private communication;
29. b) A. Kuznetsova, J. T. Yates, Jr., J. Liu, R. E. Smalley, J. Chem. Phys. 2000, 112, 9590-9598;
30. c) B. W. Smith, D. E. Luzzi, Chem. Phys. Lett. 2000, 321, 169-174;
31. d) S. M. Lee, K. S. Park, Y. C. Choi, Y. S. Park, J. M. Bok, D. J. Bae, K. S. Nahm, Y. G. Choi, S. C. Yu, N.-G. Kim, T Frauenheim, Y. H. Lee, Synth. Met. 2000, 113, 209-216;
32. e) X. Fan, E. C. Dickey, P. C. Eklund, K. A. Williams, L. Grigorian, R. Buczko, S. T. Pantelides, S. Pennycook, Phys. Rev. Lett. 2000, 84, 4621-4624.
33. However, because of solvent disorder, the refinement was not sufficiently accurate to obtain reliable geometry parameters.
34. 2 and chlorotoluene.
35. 2 and chlorotoluene.