5-Methyl-5-aryldipyrromethanes: synthesis, crystal structure and anion binding studies

References

• (a) Gale, P.A.; Sessler, J.L.; Kral, V.; Lynch, V. J. Am. Chem. Soc. 1996, 118, 5140–5141; (b) Gale, P.A.; Twyman, L.J.; Handlin, C.I.; Sessler, J.L. Chem. Commun. 1999, 18,1851–1852; (c) Nielsen, K.A.; Cho, W.S.; Jeppesen, J.O.; Lynch, V.M.; Sessler, J.L.J. Am. Chem. Soc. 2004, 126, 16296–16297; (d) Lee, C.H.; Lee, J.S.; Na, H.K.; Yoon, D.W.; Miyaji H.; Cho, W.S.; Sessler, J.L.J. Org. Chem. 2005, 70, 2067–2074; (e) Nishiyabu, R.; Anzenbacher Jr, P. J. Am. Chem. Soc. 2005, 127, 8270–8271
   Google Scholar
• (a) Renic, M.; Basaric, N.; Majerski, K.M. Tetrahedron Lett. 2007, 48, 7873–7877; (b) Aleskovic, M.; Basaric, N.; Majerski, K.M.; Molcanov, K.; Prodic, B.K.; Kesharwani, M.K.; Ganguly, B. Tetrahedron 2010, 66, 689–1698; (c) Piotrowski, T.; Radecka, H.; Radecki, J.; Depraetere, S.; Dehaen, W. Mater. Sci. Eng. C 2001, 18, 223–228
   Google Scholar
• (a) Guo, Y.; Shao, S.J.; Xu, J.; Shi, Y.P.; Jiang, S.X. Chin. Chem. Lett. 2004, 15,1117–1119; (b) Guo, Y.; Shao, S.; Xu, J.; Shi, Y.; Jiang, S. Tetrahedron Lett. 2004, 45, 6477–6480; (c) Xu, J.; Guo, Y.; Shao, S.J. Chin. Chem. Lett. 2006, 17, 377–379; (d) Sessler, J.L.; Eller, L.R.; Cho, W.-S.; Nicolaou, S.; Aguilar, A.; Lee, J.T.; Lynch, V.M.; Magda, D.J. Angew. Chem. Int. Ed. 2005, 44, 5989–5992
   Google Scholar
• (a) Sreedevi, K.C.G.; Thomas, A.P.; Salini, P.S.; Ramakrishnan, S.; Anju, K.S.; Holaday, M.G.D.; Reddy, M.L.P.; Suresh, C.H.; Srinivasan, A. Tetrahedron Lett. 2011, 52, 5995–5999; (b) Chauhan, S.M.S.; Bisht, T.; Garg, B. Sens. Actuators B 2009, 141, 116–123
   Google Scholar
• (a) Gale, P.A.; Sessler, J.L.; Allen, W.E.; Tvermoes, N.A.; Lynch, V. Chem. Commun. 1997, 665–666; (b) Anzenbacher Jr, P.; Try, A.C.; Miyazi, H.M.; Juriskova, K.; Lynch, V.M.; Marquez, M.; Sessler, J.L.J. Am. Chem. Soc. 2000, 122, 10268–10272; (c) Anzenbacher, P.; Jurislorva, K; Lynch, V.M.; Gale, P.A.; Sessler, J.L. J. Am. Chem. Soc. 1999, 121, 11020–11021; (d) Woods, C.J; Camiolo, S.; Light, M.E.; Coles, S.J.; Hursthouse, M.B.; King, M.A; Gale, P.A; Essex, J.W.J. Am. Chem. Soc. 2002, 124, 8644–8652
   Google Scholar
• Bruno , G. , Cafeo , G. , Kohnke , F.H. and Nicolo , F. 2007 . Tetrahedron , 63 : 10003 – 10010 .
   Web of Science ®Google Scholar
• (a) Schmidtchen, F.P.; Berger, M. Chem. Rev. 1997, 97, 1609–1646; (b) Antonisse, M.M.G.; Reinhoudt, D.N. Chem. Commun. 1998, 443–448; (c) Allen, W.E.; Gale, P.A.; Brown, C.T.; Lynch, V.M.; Sessler, J.L. J. Am. Chem. Soc. 1996, 118, 12471–12472; (d) Sessler, J.L.; Maeda, H.; Mizuno, T.; Lynch, V.M.; Furuta, H. Chem. Commun. 2002, 862–863; (e) Camiolo, S.; Coles, S.J.; Gale, P.A.; Hursthouse, M.B.; Paver, M.A. Acta Crystallogr. Sect. E 2001, 57, 258–260; (f) Bachmann, J.; Nocera, D.G. J. Am. Chem. Soc. 2005, 127, 4730–4743; (g) Bhattacharya, D.; Dey, S.; Maji, S.; Pal, K.; Sarkar, S. Inorg. Chem. 2005, 44, 7699–7701
   Google Scholar
• Chakrabarti , P.J. 1993 . Mol. Biol. , 234 : 463 – 482 .
   Web of Science ®Google Scholar
• (a) Lee, C.H.; Li, F.; Iwamoto, K.; Dadok, J.; Bothnerby, A.; Lindsey, J.S. Tetrahedron 1995, 51, 11645–11672; (b) Shanmugathasan, S.; Edwards, C.; Boyle, R.W. Tetrahedron 2000, 56, 1025–1046; (c) Lindsey, J.S.; Schreiman, I.C.; Hsu, H.C.; Kearney, P.C.; Marguerettaz, A.M. J. Org. Chem. 1987, 52, 827–836; (d) Hong, S.J.; Lee, M.H.; Lee, C.H. Bull. Korean Chem. Soc. 2004, 25, 1545–1550; (e) Setsune, J.; Hashimoto, M.; Shiozawa, K.; Hayakawa, J.; Ochi, T.; Masuda, R. Tetrahedron 1998, 54, 1407–1424; (f) Orlewska, C.; Maes, W.; Toppet, S.; Dehaen, W. Tetrahedron Lett. 2005, 46, 6067–6070; (g) Turner, B.; Botoshansky, M.; Eichen, Y. Angew. Chem. Int. Ed. 1998, 37, 2475–2478; (h) Hong, S.J.; Ka, J.W.; Won, D.H.; Lee, C.H. Bull. Korean Chem. Soc. 2003, 24, 661–663; (i) Rohand, T.; Dolusic, E.; Ngo, T.H.; Maes, W.; Dehaen, W. ARKIVOC, 2007, X, 307–324
   Google Scholar
• (a) Sternberg, E.D.; Dolphin, D.; Bruckner, C. Tetrahedron 1998, 54, 4151–4202; (b) MacDonald, I.J.; Dougherty, T.J. J. Porphyrins Phthalocyanines 2001, 5, 105–129; (c) Maes, W.; Vanderhaeghen, J.; Smeets, S.; Asokan, C.V.; Renterghem, L.M.V.; Du Prez, F.E.; Smet, M.; Dehaen, W. J. Org. Chem. 2006, 71, 2987–2994; (d) Drain, C.M.; Hupp, J.T.; Suslick, K.S.; Wasielewski, M.R.; Chen, X. J. Porphyrins Phthalocyanines 2002, 6, 243–258; (e) Okura, I. J. Porphyrins Phthalocyanines 2002, 6, 268-270
   Google Scholar
• (a) Lee, C.H.; Lindsey, J.S. Tetrahedron 1994, 50, 11427–11440; (b) Littler, B.J.; Miller, M.A.; Hung, C.H.; Wagner, R.W.; O'Shea, D.F.; Boyle, P.D.; Lindsey, J.S.J. Org. Chem. 1999, 64, 1391–1396; (c) Kral, V.; Vasek, P.; Dolensky, B. Collect. Czech. Chem. Commun. 2004, 69, 1126–1136; (d) Okada, K.; Saburi, K.; Nomura, K.; Tanino, H. Tetrahedron 2001, 57, 2127–2131; (e) Naik, R.; Joshi, P.; Kaiwar, S.P.; Deshpande, R.K. Tetrahedron 2003, 59, 2207–2213; (f) Temelli, B.; Unaleroglu, C. Tetrahedron 2006, 62, 10130–10135; (g) Gao, G.H.; Lu, L.; Gao, J.B.; Zhou, W.J.; Yang, J.G.; Yu, X.Y.; He, M.Y. Chin. Chem. Lett. 2005, 16, 900–902; (h) Zhang, Y.; Jun, L.; Zhicai, S. Chin. J. Chem. 2010, 28, 259–262; (i) Sobral, A.J.F.N.; Rebanda, N.G.C.L.; da Silva, M.; Lampreia, S.H.; Silva, M.R.; Beja, A.M.; Paixao, J.A.; Rocha Gonsalves, A.M.d'A. Tetrahedron Lett. 2003, 44, 3971–3973
   Google Scholar
• (a) Sheldrick, G.M. Acta Crystallogr. 2008, A64, 112–122; (b) Farrugia, L.J. J. Appl. Crystallogr. 1997, 30, 565–566; (c) Altomare, A.; Burla, M.C.; Camalli, M.; Cascarano, G.L.; Giacovazzo, C.; Guagliardi, A.; Moliterni, A.G.G.; Polidori, G.; Spagna, R. J. Appl. Crystallogr. 1999, 32, 115–119; (d) Sheldrick, G.M.; SHELXTL/PC Siemens, XCANS; Siemens Analytical X-ray Instruments: Madison, WI, 1994; (e) Nardelli, M. Comput. Chem. 1983, 7, 95–97
   Google Scholar
• Hynes , M.J. 1993 . J. Chem. Soc. Dalton Trans. , 2 : 311 – 312 .
   Google Scholar
• Nishiyabu , R. and Anzenbacher , P. Jr . 2006 . Org. Lett. , 8 : 359 – 362 .
   PubMed Web of Science ®Google Scholar
• Miyaji , H. , An , D. and Sessler , J.L. 2001 . Supramol. Chem. , 13 : 661 – 669 .
   Web of Science ®Google Scholar