The Siamese-Twin Porphyrin and Its Copper and Nickel Complexes: A Non-Innocent Twist pp 41-65 | Cite as
Siamese-Twin Porphyrin LH4
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Abstract
After the development of a reliable synthetic strategy and the proof of the exact elemental composition of the Siamese-twin porphyrin, several analytical methods were applied to examine the connectivity and geometry of LH4.
Keywords
High Pressure Liquid Chromatography Cross Peak Cyclic Voltammetry Curve Cross Relaxation Cyclic Voltammetry Experiment
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
References
- 1.M. Mori, T. Okawa, N. Iizuna, K. Nakayama, J.M. Lintuluoto, J.-I. Setsune, J. Org. Chem. 74, 3579–3582 (2009)CrossRefGoogle Scholar
- 2.E. Vogel, M. Bröring, J. Fink, D. Rosen, H. Schmickler, J. Lex, K.W.K. Chan, Y.-D. Wu, D.A. Plattner, M. Nendel, K.N. Houk, Angew. Chem. Int. Ed. 34, 2511–2514 (1995)CrossRefGoogle Scholar
- 3.L.K. Blusch, Y. Hemberger, K. Pröpper, B. Dittrich, F. Witterauf, M. John, G. Bringmann, C. Brückner, F. Meyer, Chem. Eur. J. 19, 5868–5880 (2013)CrossRefGoogle Scholar
- 4.M.H. Levitt, Spin dynamics (Wiley, Weinheim, 2002)Google Scholar
- 5.C. J. Medforth, in Porphyrin Handbook, ed. by K.M. Kadish, K.M. Smith, R. Guilard, vol 5. (Academic Press, San Diego, 2000) pp. 3–74Google Scholar
- 6.S. Mori, A. Osuka, J. Am. Chem. Soc. 127, 8030–8031 (2005)CrossRefGoogle Scholar
- 7.S. Berger, S. Braun, H.-O. Kalinowski, NMR Spectroscopy of the Non-metallic Elements (Wiley, New York, 1996)Google Scholar
- 8.J.L. Sessler, A. Mazaffari, M.R. Johnson, Org. Synth. 9, 242 (1998)Google Scholar
- 9.T. Krygowski, M. Cyrański, in Topics in Heterocyclic Chemistry, vol. 19, ed. by R.R. Gupta.( Springer, Heidelberg, 2009)Google Scholar
- 10.M.A. Fox, J.K. Whitesell, Organische Chemie (Spektrum Akademischer Verlag, Heidelberg, 1995)Google Scholar
- 11.V.M. Albers, H.V. Knorr, J. Chem. Phys. 4, 422–425 (1936)CrossRefGoogle Scholar
- 12.H. Falk, The chemistry of linear oligopyrroles and bile pigments (Springer, New York, 1989)CrossRefGoogle Scholar
- 13.J.A. Shelnutt, X.-Z. Song, J.-G. Ma, S.-L. Jia, W. Jentzen, C.J. Medforth, Chem. Soc. Rev. 27, 31–42 (1998)CrossRefGoogle Scholar
- 14.S. Saito, A. Osuka, Angew. Chem. Int. Ed. 50, 4342–4373 (2011)CrossRefGoogle Scholar
- 15.F. Neese, ORCA, an ab inito density funtional and semiempirical program package (University of Bonn, Germany, 2007)Google Scholar
- 16.M.J.S. Dewar, E.G. Zoebisch, E.F. Healy, J.J.P. Stewart, J. Am. Chem. Soc. 107, 3902–3909 (1985)CrossRefGoogle Scholar
- 17.M.J.S. Dewar, E.G. Zoebisch, E.F. Healy, J.J.P. Stewart, J. Am. Chem. Soc. 115, 5348 (1993)CrossRefGoogle Scholar
- 18.A.D. Becke, Phys. Rev. A 38, 3098–3100 (1988)CrossRefGoogle Scholar
- 19.P. Perdew, Phys. Rev. B 33, 8822–8824 (1986)CrossRefGoogle Scholar
- 20.A. Schäfer, H. Horn, R. Ahlrichs, J. Chem. Phys. 97, 2571–2577 (1992)CrossRefGoogle Scholar
- 21.T.D. Lash, A.M. Young, A.L.V. Ruden, G.M. Ferrence, Chem. Commun. 6309–6311 (2008)Google Scholar
- 22.M.M. Kruk, A.S. Starukhin, W. Maes, Macroheterocycles 4, 69–79 (2011)CrossRefGoogle Scholar
- 23.S. Saito, J.-Y. Shin, J.M. Lim, K.S. Kim, D. Kim, A. Osuka, Angew. Chem. Int. Ed. 47, 9657–9660 (2008)CrossRefGoogle Scholar
- 24.J.M. Lim, J.-Y. Shin, Y. Tanaka, S. Saito, A. Osuka, D. Kim, J. Am. Chem. Soc. 132, 3105–3114 (2010)CrossRefGoogle Scholar
- 25.J.-Y. Shin, J.M. Lim, Z.S. Yoon, K.S. Kim, M.-C. Yoon, S. Hiroto, H. Shinokubo, S. Shimizu, A. Osuka, D. Kim, J. Phys. Chem. B 113, 5794–5802 (2009)CrossRefGoogle Scholar
- 26.S. Hiroto, H. Shinokubo, A. Osuka, J. Am. Chem. Soc. 128, 6568–6569 (2006)CrossRefGoogle Scholar
- 27.R. Misra, R. Kumar, T.K. Chandrashekar, B. Joshi, J. Org. Chem. 72, 1153–1160 (2007)CrossRefGoogle Scholar
- 28.J.-Y. Shin, H. Furuta, K. Yoza, S. Igarashi, A. Osuka, J. Am. Chem. Soc. 123, 7190–7191 (2001)CrossRefGoogle Scholar
- 29.B. Biospin, Almanac (2012)Google Scholar
- 30.M. Stepień, L. Latos-Grazyński, in Topics in Heterocyclic Chemistry, vol. 19, ed. by R.R. Gupta. (Springer, Heidelberg, 2009), pp. 83–153Google Scholar
- 31.H. Basu, B. Feuerstein, D. Zarling, R. Shafer, L. Marton, J. Biomol. Struct. Dyn. 6, 299–309 (1988)CrossRefGoogle Scholar
- 32.A. Werner, M. Michels, L. Zander, J. Lex, E. Vogel, Angew. Chem. Int. Ed. 38, 3650–3653 (1999)CrossRefGoogle Scholar
- 33.S. Saito, A. Osuka, Chem.-Eur. J. 12, 9095–9102 (2006)CrossRefGoogle Scholar
- 34.C. Brückner, D.C.G. Götz, S.P. Fox, C. Ryppa, J.R. McCarthy, T. Bruhn, J. Akhigbe, S. Banerjee, P. Daddario, H.W. Daniell, M. Zeler, R.W. Boyle, G. Bringmann, J. Am. Chem. Soc. 133, 8740–8752 (2011)CrossRefGoogle Scholar
- 35.J.-Y. Shin, K.S. Kim, M.-C. Yoon, J.M. Lim, Z.S. Yoon, A. Osuka, D. Kim, Chem. Soc. Rev. 39, 2751–2767 (2010)CrossRefGoogle Scholar
- 36.M.K. Johnsons, in Physical Methods in Bioinorganic Chemistry, ed. by J. Lawrence Que. (University Science Books, Sausalito, 2000)Google Scholar
- 37.G. Bringmann, D.C.G. Götz, T. Bruhn, in Comprehensive Chiroptical Spectroscopy, vol 2, ed. by N. Berova, P.L. Polavarapu, K. Nakanishi, R.W. Woody. (Wiley, Hoboken, 2012) pp. 355–420Google Scholar
- 38.G. Bringmann, T. Bruhn, K. Maksimenka, Y. Hemberger, Eur. J. Org. Chem. 2717–2727 (2009)Google Scholar
- 39.M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T.J.A. Vreven, J. Montgomery, J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, d (J. Fox, Gaussian, Wallingford CT, 2010)Google Scholar
- 40.A.D. Becke, J. Chem. Phys. 98, 5648–5652 (1993)CrossRefGoogle Scholar
- 41.C. Lee, W. Yang, R.G. Parr, Phys. Rev. B 37, 785–789 (1988)CrossRefGoogle Scholar
- 42.A.J. Bard, L.R. Faulkner, Electrochemical Methods: Fundamentals and Applications, 2nd edn. (Wiley, Weinheim, 2000)Google Scholar
- 43.J. Heinze, Angew. Chem. Int. Ed. 23, 831–847 (1984)CrossRefGoogle Scholar
- 44.W. Kaim, A. Klein, Spectroelectrochemistry. (Royal Society of Chemistry, 2008)Google Scholar
- 45.S. Kang, H. Hayashi, T. Umeyama, Y. Matano, N. V. Tkachenko, H. Lemmetyinen, H. Imahori. Chem.-Asian J. 3, 2065–2074 (2008)Google Scholar
- 46.N.G. Connelly, W.E. Geiger, Chem. Rev. 96, 877–910 (1996)CrossRefGoogle Scholar
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