Extremely long, discrete meso - meso-coupled porphyrin arrays

Angewandte Chemie - International Edition

Volumn 39, Issue 8, 2000, Pages 1458-1462

  Aratani, Naoki ^a   Osuka, Atsuhiro ^a   Kim, Yong Hee ^b   Jeong, Dae Hong ^b   Kim, Dongho ^b  

^a KYOTO UNIVERSITY   (Japan)

^b Korea Research Institute of Standards and Science   (South Korea)

Author keywords

C C coupling; Energy transfer; Molecular devices; Porphyrinoids; Supramolecular chemistry

Indexed keywords

PORPHYRIN;

ARTICLE; ELECTRONICS; ENERGY CONVERSION; MOLECULAR INTERACTION; OPTICS; SENSOR; SOLAR ENERGY; SYNTHESIS;

EID: 0034678577     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(20000417)39:8<1458::AID-ANIE1458>3.0.CO;2-E     Document Type: Article

References (45)

1. R. E. Martin, F. Diederich, Angew. Chem. 1999, 111, 1440; Angew. Chem. Int. Ed. 1999, 38, 1350.
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5. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
6. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
7. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
8. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
9. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
10. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
11. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
12. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
13. Examples of long π-conjugated monodisperse oligomers of ca. 10 nm molecular length: oligo(p-phenyleneporphyrin), 9-mer, 12 nm: A, Osuka, N. Tanabe, R. P. Zhang, K. Maruyama, Chem. Lett. 1993, 1505; oligo(p-phenylenevinylene), 11-mer, 8nm: U. Stalmach, H. Kolshorn, I. Brehm, H. Meier, Liebigs Ann. 1996, 1449; oligo(p-phenyleneethynylene), 16-mer, 13 nm: L. Jones II, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388; oligothiophene, 27-mer, 11 nm: H. Nakanishi, N. Sumi, Y. Aso, T. Otsubo, J. Org. Chem. 1998, 63, 8632; oligo(thiophenevinylene), 16-mer, 9.5 nm: I. Jestin, P. Frere, P. Blanchard, J. Roncali, Angew. Chem. 1998, 110, 990; Angew. Chem. Int. Ed. 1998, 37, 942: oligo(thiopheneethynylene), 17-mer, 13 nm: D. L. Pearson, J. M. Tour, J. Org. Chem. 1997, 62, 1376; oligoenediyne, 16-mer, 12 nm: R. E. Martin, T. Mader, F. Diederich, Angew. Chem. 1999, 111, 834; Angew. Chem. Int. Ed. 1999, 38, 817.
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45. [12]