Hexakis porphyrinato benzenes. A new class of porphyrin arrays

Journal of the American Chemical Society

Volumn 120, Issue 43, 1998, Pages 11054-11060

  Biemans, H A M ^b   Rowan, A E ^a   Verhoeven, A ^a   Vanoppen, P ^c   Latterini, L ^c   Foekema, J ^a   Schenning, A P H J ^b   Meijer, E W ^b   De Schryver, F C ^c   Nolte, R J M ^a  

^a RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

^b EINDHOVEN UNIVERSITY OF TECHNOLOGY   (Netherlands)

^c UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; CHLOROFORM; DIMER; PORPHYRIN DERIVATIVE;

ARTICLE; FLUORESCENCE; MICROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 0032483729     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9815632     Document Type: Article

References (51)

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23. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
24. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
25. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
26. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
27. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
28. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
29. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
30. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
31. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
32. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
33. For recent reviews of porphyrin assemblies and arrays, see; Chin-Ti, C. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 5, No. 4, pp 91 -140. Sanders, J. K. M. Comprehensive Supramolecular Chemistry; Pergamon Press: Elmsford, NY, 1996; Vol. 9, No. 4, pp 131-164. Ward, M. D. Chem. Soc. Rev. 1997, 26, 365. Harriman, A.; Sauvage J.-P. Chem. Soc. Rev. 1996, 25, 41. Krishna Kumar, R.; Balasubramanian, S.; Goldberg, I. Inorg. Chem. 1998, 37, 541-552; Chambron J.-C.; Dietrich-Buchecker, C. O.; Heitz, V.; Sollardie, N.; Sauvage J-P. C. R. Acad. Sci. 1996, 483. Solladie, N.; Chambron J.-C.; Dietrich-Buchecker, C. O.; Sauvage J-P. Angew. Chem., Int. Ed. Engl. 1996, 35, 906. Shimidu, T. Synth. Met. 1996, 81, 235. Osuka, A.; Shimidzu, H. Angew. Chem., Int. Ed. Engl. 1997, 1, 1135. Ogawa T.; Nishimoto Y.; Yoshida N.; Ono N.; Osukua, A. Chem. Commun. 1998, 337. Liu H-Y.; Huang, J.-W.; Tian, X.; Jiao, X.-D.; Luo, G.-T.; Ji, L.-N. Chem. Commun. 1997, 1575. Burrell, A. K.; Officier, D. L.; Reid, D. C. W.; Wild, K. Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 114. Anderson, H. L. Inorg. Chem. 1994, 33, 972. Jiang, B.; Yang S-W.; Barbini, D. C.; Jones W. E. Chem. Commun. 1998, 213. Hunter, C. A.; Hyde, R. K. Angew. Chem., Int. Ed. Engl. 1996, 35, 1936. Drain C. H.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313. Alessio, E.; Macchi, M.; Heath, S.; Marzilli, L. G. Chem. Commun. 1996, 2313.
34. Schenning, A. P. K. J.; Benneker, F. B. G.; Geurts, H. P. M., Liu X. Y.; Nolte, R. J. M. J. Am. Chem. Soc. 1996, 118, 8549.
35. Hofkens, J.; Latterini, L.; Vanoppen, P.; Faes, H.; Jeuris, K.; De Feyter, S.; Kerimo, J.; Barbara, P. F.; De Schryver, F. C.; Rowan, A. E.; Nolle, R. J. M. J. Phys. Chem. 1997, 101, 10588-10598.
36. A similar hexakis(ruthenium bipyridine)benzene array has been initially reported by: Constable, E. C.; P. Harverson Chem. Commun. 1996, 33. Constable, E. C. Chem. Commun. 1997, 1073. Constable, E. C.; P. Harverson Inorg. Chem. Acta 1996, 252, 281.
37. A similar hexakis(ruthenium bipyridine)benzene array has been initially reported by: Constable, E. C.; P. Harverson Chem. Commun. 1996, 33. Constable, E. C. Chem. Commun. 1997, 1073. Constable, E. C.; P. Harverson Inorg. Chem. Acta 1996, 252, 281.
38. A similar hexakis(ruthenium bipyridine)benzene array has been initially reported by: Constable, E. C.; P. Harverson Chem. Commun. 1996, 33. Constable, E. C. Chem. Commun. 1997, 1073. Constable, E. C.; P. Harverson Inorg. Chem. Acta 1996, 252, 281.
39. It should be noted that the substituents on the benzene ring can adopt a variety of conformations. In general the alternating ababab conformation is the most common, see McNicol, D. D.; Downing G. A. Comprehensive Supramolecular Chemistry; Pergammon Press: Elmsford, NY, 1996; Vol. 6, No. 17, pp 421. Marx, H. W.; Moulines, F.; Wagner, T.; Astruc, D. Angew. Chem., Int. Ed. Engl. 1996, 35, 1701.
40. It should be noted that the substituents on the benzene ring can adopt a variety of conformations. In general the alternating ababab conformation is the most common, see McNicol, D. D.; Downing G. A. Comprehensive Supramolecular Chemistry; Pergammon Press: Elmsford, NY, 1996; Vol. 6, No. 17, pp 421. Marx, H. W.; Moulines, F.; Wagner, T.; Astruc, D. Angew. Chem., Int. Ed. Engl. 1996, 35, 1701.
41. 2O resonance. The observed process is therefore attributed to the interconversion between dimeric pairs (Figure 2b).
42. 3,4 In the case of the hydrogen bonding hexamer of Lehn, a slight red shift in the Soret band was observed upon formation of the hexaporphyrin species.
43. Ohara, P. C.; Heath, J. R.; Gelbart, W. M. Angew. Chem., Int. Ed. Engl. 1997, 36, 1078. Vossmeyer, T.; Chung, S.-W.; Gelbart, W. M.; Heath J. R. Adv. Mater. 1998, 10, 351.
44. Ohara, P. C.; Heath, J. R.; Gelbart, W. M. Angew. Chem., Int. Ed. Engl. 1997, 36, 1078. Vossmeyer, T.; Chung, S.-W.; Gelbart, W. M.; Heath J. R. Adv. Mater. 1998, 10, 351.
45. Liu, J.; Dai, H.; Hafner, J. H.; Colbert, D. T.; Smalley, R. E.; Tans, S. J.; Dekker, C. Nature 1997, 780-781.
46. Herwig, P.; Kayser, C. W.; Müllen, K.; Spiess, H. W.; Adv. Mater. 1996, 8, 511. Keegstra, M. A.; de Feyter, S.; De Schryver, F. C.; Müllen, K. Angew. Chem., Int. Ed. Engl. 1996, 35, 774; Tabushi, I.; Yamamura, K.; Okada, Y. J. Org. Chem. 1987, 52, 2502. Mollard, D. M.; Lillya, C. P. J. Am. Chem. Soc. 1989, 111, 1829.
47. Herwig, P.; Kayser, C. W.; Müllen, K.; Spiess, H. W.; Adv. Mater. 1996, 8, 511. Keegstra, M. A.; de Feyter, S.; De Schryver, F. C.; Müllen, K. Angew. Chem., Int. Ed. Engl. 1996, 35, 774; Tabushi, I.; Yamamura, K.; Okada, Y. J. Org. Chem. 1987, 52, 2502. Mollard, D. M.; Lillya, C. P. J. Am. Chem. Soc. 1989, 111, 1829.
48. Herwig, P.; Kayser, C. W.; Müllen, K.; Spiess, H. W.; Adv. Mater. 1996, 8, 511. Keegstra, M. A.; de Feyter, S.; De Schryver, F. C.; Müllen, K. Angew. Chem., Int. Ed. Engl. 1996, 35, 774; Tabushi, I.; Yamamura, K.; Okada, Y. J. Org. Chem. 1987, 52, 2502. Mollard, D. M.; Lillya, C. P. J. Am. Chem. Soc. 1989, 111, 1829.
49. Herwig, P.; Kayser, C. W.; Müllen, K.; Spiess, H. W.; Adv. Mater. 1996, 8, 511. Keegstra, M. A.; de Feyter, S.; De Schryver, F. C.; Müllen, K. Angew. Chem., Int. Ed. Engl. 1996, 35, 774; Tabushi, I.; Yamamura, K.; Okada, Y. J. Org. Chem. 1987, 52, 2502. Mollard, D. M.; Lillya, C. P. J. Am. Chem. Soc. 1989, 111, 1829.
50. Little, R. G.; Anton, J. A.; Loach, P. A.; Ibers, J. A. J. Heterocycl. Chem. 1975, 12, 343.
51. Buchler, J. W. The Porphyrins; Dolphin, D., Ed., Academic Press: NY, 1978; Vol. 1, Chapter 10, p 389.