Helical Sexithiophenes: An Experimental and Theoretical Study Implicating the Alternating 2,2′:3,3′ Regioisomer as a Reliable Helical Motif

Journal of the American Chemical Society

Volumn 125, Issue 46, 2003, Pages 13928-13929

  Marsella, Michael J ^a   Yoon, Kunsang ^a   Almutairi, Adah ^a   Butt, Sheraz K ^a   Tham, Fook S ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

SEXITHIOPHENE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CONFORMATION; CRYSTAL STRUCTURE; CRYSTALLIZATION; ENERGY; GEOMETRY; ISOMERISM; MOLECULAR INTERACTION; REACTION ANALYSIS; SOLID STATE; STRUCTURE ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0242582921     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja038260e     Document Type: Article

References (12)

1. Paruch, K.; Katz, T. J.; Incarvito, C.; Lam, K.-C.; Rhatigan, B.; Rheingold, A. L. J. Org. Chem. 2000, 65, 7602-7608 and references therein.
2. Green, M. M.; Park, J. W.; Sato, T.; Teramoto, A.; Lifson, S.; Selinger, R. L. B.; Selinger, J. V. Angew. Chem., Int. Ed. 1999, 38, 3138-3154.
3. Review: Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4012.
4. (a) Jayasuriya, N.; Kagan, J.; Huang, D. B.; Teo, B. Heterocycles 1988, 27, 1391-1394.
5. (b) See also: Mahato, S. B.; Garai, S.; Weber, M.; Luger, P. J. Chem. Soc., Perkin Trans. 1 2000, 2767-2769.
6. Marsella, M. J.; Yoon, K.; Tham, F. S. Org. Lett. 2001, 3, 2129-2131.
7. See Supporting Information for details of theoretical calculations and pdb files of calculated structures.
8. X-ray structural data have been deposited at the Cambridge Structural Database; see Supporting Information for CIF files of compounds 1a-c.
9. Review: Desiraju, G. R. Crystal Engineering: The Design of Organic Solids; Elsevier: New York, 1989; Vol. 54.
10. (a) Herges, R.; Geuenich, D. J. Phys. Chem. A 2001, 105, 3214-3220.
11. (b) Herges, R.; Papafilippopoulos, A. Angew. Chem., Int. Ed. 2001, 40, 4671-4674.
12. (c) Kimball, D. B.; Herges, R.; Haley, M. M. J. Am. Chem. Soc. 2002. 124, 1572-1573.