Pure and Applied Chemistry

Pure Appl. Chem., 2013, Vol. 85, No. 6, pp. 1227-1239

http://dx.doi.org/10.1351/PAC-CON-13-02-04

Published online 2013-05-15

Demystifying the dendralenes

References

• 1. H. Hopf. Angew. Chem., Int. Ed. Engl. 23, 948 (1984). (http://dx.doi.org/10.1002/anie.198409481)
• 2. For reviews on the linear polyenes, see.
• 2a. B. Hudson, B. Kohler. Ann. Rev. Phys. Chem. 25, 437 (1974). (http://dx.doi.org/10.1146/annurev.pc.25.100174.002253)
• 2b. B. S. Hudson, B. E. Kohler, K. Schulten. In Excited States, Vol. 6, E. C. Lim (Ed.), pp. 1–95, Academic Press, New York (1982).
• 2c. B. Hudson, B. Kohler. Synth. Met. 9, 241 (1984). (http://dx.doi.org/10.1016/0379-6779(84)90062-6)
• 2d. B. E. Kohler. J. Chem. Phys. 93, 5838 (1990); for reviews on the annulenes, see. (http://dx.doi.org/10.1063/1.459579)
• 2e. F. Sondheimer, I. C. Calder, J. A. Elix, Y. Gaoni, P. J. Garratt, K. Grohmann, G. Di Maio, J. Mayer, M. V. Sargent, R. Wolovsky. Chem. Soc. Spec. Publ. No. 21, 75 (1967).
• 2f. F. Sondheimer. Pure Appl. Chem. 28, 331 (1971). (http://dx.doi.org/10.1351/pac197128020331)
• 2g. P. J. Garrat. In Comprehensive Organic Chemistry, Vol. 1, D. H. R. Barton, W. D. Ollis (Eds.), p. 361, Pergamon Press, Oxford (1979).
• 2h. E. L. Spitler, C. A. Johnson, M. M. Haley. Chem. Rev. 106, 5344 (2006). (http://dx.doi.org/10.1021/cr050541c)
• 3. For reviews on the radialenes, see.
• 3a. H. Hopf, G. Maas. Angew. Chem., Int. Ed. Engl. 31, 931 (1992). (http://dx.doi.org/10.1002/anie.199209313)
• 3b. G. Maas, H. Hopf. In The Chemistry of Dienes and Polyenes, Vol. 1, Z. Rappoport (Ed.), pp. 927–977, John Wiley, Chichester (1997).
• 3c. R. R. Tykwinski, M. Gholami, S. Eisler, Y. Zhao, F. Melin, L. Echegoyen. Pure Appl. Chem. 80, 621 (2008); (http://dx.doi.org/10.1351/pac200880030621)
• 3d. for a review on the fulvenes, see: A. P. Scott, I. Agranat, P. U. Biedermann, N. V. Riggs, L. Radom. J. Org. Chem. 62, 2026 (1997). (http://dx.doi.org/10.1021/jo962407l)
• 4. S. Fielder, D. D. Rowan, M. S. Sherburn. Angew. Chem., Int. Ed. 39, 4331 (2000).
• 5. H. Hopf, M. S. Sherburn. Angew. Chem., Int. Ed. 51, 2298 (2012). (http://dx.doi.org/10.1002/anie.201102987)
• 6a. A. T. Blomquist, J. A. Verdol. J. Am. Chem. Soc. 77, 81 (1955). (http://dx.doi.org/10.1021/ja01606a025)
• 6b. W. J. Bailey, J. Economy. J. Am. Chem. Soc. 77, 1133 (1955). (http://dx.doi.org/10.1021/ja01610a014)
• 6c. W. J. Bailey, C. H. Cunov, L. Nicholas. J. Am. Chem. Soc. 77, 2787 (1955). (http://dx.doi.org/10.1021/ja01615a034)
• 7. W. S. Trahanovsky, K. A. Koeplinger. J. Org. Chem. 57, 4711 (1992). (http://dx.doi.org/10.1021/jo00043a032)
• 8. J. I. G. Cadogan, S. Cradock, S. Gillam, I. Gosney. J. Chem. Soc., Chem. Commun. 114 (1991). (http://dx.doi.org/10.1039/c39910000114)
• 9a. S. P. Bew, J. B. Sweeney. Synthesis 698 (1994). (http://dx.doi.org/10.1055/s-1994-25550)
• 9b. S. P. Bew, J. B. Sweeney. Synlett 1273 (1997). (http://dx.doi.org/10.1055/s-1997-1020)
• 10. H. Hopf. Angew. Chem., Int. Ed. 40, 705 (2001). (http://dx.doi.org/10.1002/1521-3773(20010216)40:4<705::AID-ANIE7050>3.0.CO;2-8)
• 11. A. D. Payne, A. C. Willis, M. S. Sherburn. J. Am. Chem. Soc. 127, 12188 (2005). (http://dx.doi.org/10.1021/ja053772+)
• 12. A. D. Payne, G. Bojase, M. N. Paddon-Row, M. S. Sherburn. Angew. Chem., Int. Ed. 48, 4836 (2009). (http://dx.doi.org/10.1002/anie.200901733)
• 13. T. A. Bradford, A. D. Payne, A. C. Willis, M. N. Paddon-Row, M. S. Sherburn. J. Org. Chem. 75, 491 (2010). (http://dx.doi.org/10.1021/jo9024557)
• 14. F. Sondheimer, D. A. Ben-Efraim, R. Wolovsky. J. Am. Chem. Soc. 83, 1675 (1961). (http://dx.doi.org/10.1021/ja01468a030)
• 15. M. N. Paddon-Row, M. S. Sherburn. Chem. Commun. 48, 832 (2012). (http://dx.doi.org/10.1039/c1cc15455a)
• 16. Notable recent examples include.
• 16a. S. Kanemasa, H. Sakoh, E. Wada, O. Tsuge. Bull. Chem. Soc. Jpn. 59, 1869 (1986). (http://dx.doi.org/10.1246/bcsj.59.1869)
• 16b. K. M. Brummond, H. Chen, P. Sill, L. You. J. Am. Chem. Soc. 124, 15186 (2002). (http://dx.doi.org/10.1021/ja027588p)
• 16c. M. S. Souweha, A. Arab, M. ApSimon, A. G. Fallis. Org. Lett. 9, 615 (2007). (http://dx.doi.org/10.1021/ol062869d)
• 16d. J. Le Paih, C. V.-L. Bray, S. Dérien, P. H. Dixneuf. J. Am. Chem. Soc. 132, 7391 (2010). (http://dx.doi.org/10.1021/ja101064b)
• 17a. T. A. Bradford, A. D. Payne, A. C. Willis, M. N. Paddon-Row, M. S. Sherburn. Org. Lett. 9, 4861 (2007). (http://dx.doi.org/10.1021/ol7021998)
• 17b. N. A. Miller, A. C. Willis, M. N. Paddon-Row, M. S. Sherburn. Angew. Chem., Int. Ed. 46, 937 (2007). (http://dx.doi.org/10.1002/anie.200603335)
• 17c. H. Toombs-Ruane, E. L. Pearson, M. N. Paddon-Row, M. S. Sherburn. Chem. Commun. 48, 6639 (2012). (http://dx.doi.org/10.1039/c2cc32520a)
• 18. X. Zeng, Q. Hu, M. Qian, E.-i. Negishi. J. Am. Chem. Soc. 125, 13636 (2003). (http://dx.doi.org/10.1021/ja0304392)
• 19. H. Toombs-Ruane, N. Osinski, T. Fallon, C. Wills, A. C. Willis, M. N. Paddon-Row, M. S. Sherburn. Chem. Asian J. 6, 3243 (2011). (http://dx.doi.org/10.1002/asia.201100455)
• 20. G. Bojase, T. V. Nguyen, A. D. Payne, A. C. Willis, M. S. Sherburn. Chem. Sci. 2, 229 (2011). (http://dx.doi.org/10.1039/c0sc00500b)
• 21. Z. Yang, J. C. Lorenz, Y. Shi. Tetrahedron Lett. 39, 8621 (1998). (http://dx.doi.org/10.1016/S0040-4039(98)01954-6)
• 22. O. Tsuge, E. Wada, S. Kanemasa. Chem. Lett. 12, 239 (1983). (http://dx.doi.org/10.1246/cl.1983.239)
• 23. R. Paul, S. Tchelitcheff. C. R. Hebd. Seances Acad. Sci. 232, 1939 (1951).
• 24. G. Bojase, A. D. Payne, A. C. Willis, M. S. Sherburn. Angew. Chem., Int. Ed. 47, 910 (2008). (http://dx.doi.org/10.1002/anie.200704470)
• 25. N. A. Miller, A. C. Willis, M. S. Sherburn. Chem. Commun. 1226 (2008). (http://dx.doi.org/10.1039/b718754h)
• 26. C. K. Lai, R. S. Buckanin, S. J. Chen, D. F. Zimmerman, F. T. Sher, G. A. Berchtold. J. Org. Chem. 47, 2364 (1982). (http://dx.doi.org/10.1021/jo00133a026)
• 27. S. V. Pronin, R. A. Shenvi. J. Am. Chem. Soc. 134, 19604 (2012). (http://dx.doi.org/10.1021/ja310129b)
• 28a. A. Vasella. Helv. Chim. Acta 60, 1273 (1977). (http://dx.doi.org/10.1002/hlca.19770600417)
• 28b. B. M. Aebischer, H. W. Hanssen, A. T. Vasella, W. B. Schweizer. J. Chem. Soc., Perkin Trans. 1 2139 (1982). (http://dx.doi.org/10.1039/p19820002139)
• 28c. H. Felber, G. Kresze, R. Prewo, A. Vasella. Helv. Chim. Acta 69, 1137 (1986). (http://dx.doi.org/10.1002/hlca.19860690522)
• 28d. A. Basha, R. Henry, M. A. McLaughlin, J. D. Ratajczyk, S. J. Wittenberger. J. Org. Chem. 59, 6103 (1994). (http://dx.doi.org/10.1021/jo00099a052)
• 29. R. Wang, G. Bojase, A. C. Willis, M. N. Paddon-Row, M. S. Sherburn. Org. Lett. 14, 5652 (2012). (http://dx.doi.org/10.1021/ol302619r)
• 30. K. M. Cergol, C. G. Newton, A. L. Lawrence, A. C. Willis, M. N. Paddon-Row, M. S. Sherburn. Angew. Chem., Int. Ed. 50, 10425 (2011). (http://dx.doi.org/10.1002/anie.201105541)