Single-crystal-to-single-crystal topochemical polymerizations of a terminal diacetylene: Two remarkable transformations give the same conjugated polymer

Journal of the American Chemical Society

Volumn 125, Issue 41, 2003, Pages 12400-12401

  Ouyang, Xi ^a   Fowler, Frank W ^a   Lauher, Joseph W ^a  

^a STONY BROOK UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; DIACETYLENE; POLYMER; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CONJUGATION; CRYSTAL; CRYSTAL STRUCTURE; HYDROGEN BOND; POLYMERIZATION;

EID: 0141919827     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja037557+     Document Type: Article

References (12)

1. (a) Xiao, J.; Meng, M.; Lauher, J. W.; Fowler, F. W. Angew. Chem., Int. Ed. 2001, 39, 2132-2134.
2. (b) Hong, T.; Lauher, J. W.; Fowler, F. W. J. Am. Chem. Soc. 2002, 124, 10656-10657.
3. For similar work on diene polymerizations, see: Matsumoto, A. Polym. J. 2003, 35, 93-121.
4. Wegner, G. Z. Naturforsch 1969, 24b, 824-832.
5. Allen, F. H.; Motherwell, W. D. S. Acta Crystallogr. 2002, B58, 407-422.
6. There have been attempts to polymerize terminal diacetylenes. For example: Inoue, K.; Koga, N.; Iwamua, H. J. Am. Chem. Soc. 1991, 113, 9803-9810.
7. Monomers need to be spaced at 4.9 Å with a 45°-declination angle. Enkelmann, V. Chem. Mater. 1994, 6, 1337-1340.
8. (a) Kane, J. J.; Liao, R. F.; Lauher, J. W.; Fowler, F. W. J. Am. Chem. Soc. 1995, 117, 12003-12004.
9. (b) Fowler, F. W.; Lauher, J. W. J. Phys. Org. Chem. 2000, 13, 850-857.
10. Resorcinols have been used as supramolecular hosts. Papaefstathiou, G. S.; MacGillivray, L. R. Org. Lett. 2001, 3, 3835-3838.
11. Schauer, C. L.; Matwey, E.; Fowler, F. W.; Lauher, J. W. J. Am. Chem. Soc. 1997, 119, 10245-10246.
12. Baughman, R. H. J. Polym. Sci., Polym. Phys. Ed. 1974, 12, 1511-1535.