Synthesis and characterization of tetraphenyl-21,23-dideazaporphyrin: The best evidence yet that porphyrins really are the [18]annulenes of nature

Journal of the American Chemical Society

Volumn 132, Issue 37, 2010, Pages 12786-12787

  Lash, Timothy D ^a   Jones, Sarah A ^a   Ferrence, Gregory M ^a  

^a ILLINOIS STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANNULENES; AROMATICITIES; DICATIONS; MACROCYCLES; SYNTHESIS AND CHARACTERIZATIONS;

PORPHYRINS;

ALDEHYDE DERIVATIVE; ANNULENE DERIVATIVE; PORPHYRIN DERIVATIVE; PYRROLE DERIVATIVE; TETRAPHENYLPORPHYRIN DERIVATIVE;

AROMATIZATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; MCMURRY COUPLING REACTION; PROTON TRANSPORT; SYNTHESIS;

CRYSTALLOGRAPHY, X-RAY; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PORPHYRINS; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 77956625230     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja105146a     Document Type: Article

References (16)

1. Smith, K. M. In Porphyrins and Metalloporphyrins; Smith, K. M., Ed.; Elsevier: Amsterdam, 1975; pp 3-28.
2. Cyranski, M. K., Krygowski, T. M., Wisiorowski, M., Hommes, N. J. R. v. E., and Schleyer, P. v. R. Angew. Chem., Int. Ed. 1998, 37, 177-180
3. Steiner, E., Soncini, A., and Fowler, P. W. Org. Biomol. Chem. 2005, 3, 4053-4059
4. Juselius, J. and Sundholm, D. J. Org. Chem. 2000, 65, 5233-5237
5. Aihara, J.-i., Kimura, E., and Krygowski, T. M. Bull. Chem. Soc. Jpn. 2008, 81, 826-835
6. Aihara, J.-i. J. Phys. Chem. A 2008, 112, 5305-5311
7. Sondheimer, F., Wolovsky, R., and Amiel, Y. J. Am. Chem. Soc. 1962, 84, 274-284
8. Vogel, E. J. Heterocycl. Chem. 1996, 33, 1461-1487
9. Lash, T. D. Synlett 2000, 279-295
10. Lash, T. D. Chem.-Eur. J. 2007, 13, 5461-5481
11. Crossley, M. J., Harding, M. M., and Sternhell, S. J. Am. Chem. Soc. 1992, 114, 3266-3272
12. Liu, D. and Lash, T. D. J. Org. Chem. 2003, 68, 1755-1761
13. Pacholska, E., Latos-Grazynski, L., and Ciunik, Z. Chem.-Eur. J. 2002, 8, 5403-5406
14. Xu, L., Ferrence, G. M., and Lash, T. D. Org. Lett. 2006, 8, 5113-5116
15. Zhang, Z., Ferrence, G. M., and Lash, T. D. Org. Lett. 2009, 11, 1249-1252
16. Stevenson, C. D. and Kurth, T. L. J. Am. Chem. Soc. 2000, 122, 722-723