Overcoming molecular strain: Synthesis of [7]cycloparaphenylene

Synlett

Volumn , Issue 4, 2012, Pages 483-489

  Sisto, Thomas J ^a   Jasti, Ramesh ^a  

^a Boston University   (United States)

Author keywords

carbon nanostructures; cycloparaphenylene; macrocycles; radical aromatization; Suzuki cross coupling

Indexed keywords

CHEMICAL COMPOUND; CYCLOPARAPHENYLENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CYCLIZATION; METHYLATION; SYNTHESIS; TEMPERATURE; THERMODYNAMICS;

EID: 84857453494     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0031-1290360     Document Type: Article

References (31)

1. Iyoda M, Yamakawa J, Rahman M J., Angew. Chem. Int. Ed. 2011 50 2
2. Bachrach S M., Stuck D, J. Org. Chem. 2010 75 6595
3. Sundholm D, Taubert S, Pichierri F, Phys. Chem. Chem. Phys. 2010 12 2751
4. Wong B, J. Phys. Chem. 2009 113 21921 Please see also ref. 5-13
5. Tasis D, Tagmatarchis N, Bianco A, Prato M, Chem. Rev. 2006 106 1105
6. Dai H, Acc. Chem. Res. 2002 35 1035
7. Umeyama T, Imahori H, Energy Environ. Sci. 2008 1 120
8. Fort E, Scott L T., J. Mater. Chem. 2011 21 1373
9. Fort E, Scott L T., Angew. Chem. Int. Ed. 2010 49 6626
10. Fort E, Donovan P, Scott L T., J. Am. Chem. Soc. 2009 131 16006
11. Delgado J, De la Cruz P, Langa F, Urbina A, Casado J, López-Navarrete J T., Chem. Commun. 2004 1734
12. Jasti R, Bertozzi C R., Chem. Phys. Lett. 2010 494 1
13. Jasti R, Bhattacharjee J, Neaton J B., Bertozzi C R., J. Am. Chem. Soc. 2008 130 17646
14. Takaba H, Omachi H, Yamamoto Y, Bouffard J, Itami K, Angew. Chem. Int. Ed. 2009 48 6112
15. Omachi H, Matsuura S, Segawa Y, Itami K, Angew. Chem. Int. Ed. 2010 49 10202
16. Segawa Y, Omachi H, Itami K, Org. Lett. 2010 12 2262
17. Segawa Y, Miyamoto S, Omachi H, Matsuura S, Senel P, Sasamori T, Tokitoh N, Itami K, Angew. Chem. Int. Ed. 2011 50 3244
18. Segawa Y, Senel P, Matsuura S, Omachi H, Itami K, Chem. Lett. 2011 4 423
19. Yamago S, Watanabe Y, Iwamoto T, Angew. Chem. Int. Ed. 2010 49 757
20. Iwamoto T, Watanabe Y, Sakamoto Y, Suzuki T, Yamago S, J. Am. Chem. Soc. 2011 133 8354
21. Iwamoto T, Watanabe Y, Sadahiro T, Haino T, Yamago S, Angew. Chem. Int. Ed. 2011 50 8342
22. Sisto T, Golder M, Hirst L, Jasti R, J. Am. Chem. Soc. 2011 133 15800
23. Parekh V C., Guha P C., J. Indian Chem. Soc. 1934 11 95
24. Friederich R, Nieger M, Vögtle F, Chem. Ber. 1993 126 1723
25. A similar strategy was also suggested in 2003 for the synthesis of cyclophynes. See:, Srinivasan M, Sankararaman S, Hopf H, Varghese B, Eur. J. Org. Chem. 2003 660
26. Newman M S., Kanakarajan K, J. Org. Chem. 1980 45 2301
27. Walborsky H M., Wuest H H., J. Am. Chem. Soc. 1982 104 5807
28. Nijegorodov N I., Downey W S., Danailov M B., Spectrochim. Acta, Part A 2000 56 783
29. Liu Q, Rovis T, Org. Process Res. Dev. 2007 11 598
30. Wipf P, Jung J, Chem. Rev. 1999 99 1469
31. Barder T E., Walker S D., Martinelli J R., Buchwald S L., J. Am. Chem. Soc. 2005 127 4685