Mesogenic zinc(II) complexes of 5,10,15,20-tetraarylethynyl-substituted porphyrins

Advanced Materials

Volumn 9, Issue 4, 1997, Pages 313-316

  Milgrom, Lionel R ^a   Yahioglu, Gokhan ^a   Bruce, Duncan W ^b   Morrone, Stephania ^b   Henari, Fryad Z ^c   Blau, Werner J ^c  

^a BRUNEL UNIVERSITY   (United Kingdom)

^b UNIVERSITY OF EXETER   (United Kingdom)

^c TRINITY COLLEGE DUBLIN   (Ireland)

Author keywords

[No Author keywords available]

Indexed keywords

INFRARED SPECTROSCOPY; MASS SPECTROMETRY; MICROANALYSIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OPTICAL MATERIALS; REACTION KINETICS; SYNTHESIS (CHEMICAL); ULTRAVIOLET SPECTROSCOPY; ZINC COMPOUNDS;

COLUMNAR DISCOTIC MESOGENS; SUBSTITUTED PORPHYRINS;

ORGANOMETALLICS;

EID: 0031094365     PISSN: 09359648     EISSN: None     Source Type: Journal    
DOI: 10.1002/adma.19970090405     Document Type: Article

References (26)

1. J. Simon, C. Sirlin, Pure Appl. Chem. 1989, 61, 1625.
2. a) See e.g. L. R. Milgrom, F. O'Neill, in The Chemistry of Natural Products, 2nd ed. (Ed: R. H. Thompson), Blackie, Glasgow 1993, Ch. 8. b) See e.g. D. W. Bruce, in Inorganic Materials, 2nd ed. (Eds: D. W. Bruce, D. O'Hare), Wiley, Chichester 1996, Ch. 8.
3. a) See e.g. L. R. Milgrom, F. O'Neill, in The Chemistry of Natural Products, 2nd ed. (Ed: R. H. Thompson), Blackie, Glasgow 1993, Ch. 8. b) See e.g. D. W. Bruce, in Inorganic Materials, 2nd ed. (Eds: D. W. Bruce, D. O'Hare), Wiley, Chichester 1996, Ch. 8.
4. See e.g. J. S. Lindsey, I. C. Schrieman, H. C. Hsu, P. C. Kearney, A. M. Marguerettaz, J. Org. Chem. 1987, 52, 827.
5. a) D. W. Bruce, M. A. Wali, Q. M. Wang, J. Chem. Soc., Chem. Commun. 1994, 2089.
6. b) D. W. Bruce, D. A. Dunmur, L. S. Santa, M. A. Wali, J. Mater. Chem. 1992, 2, 363.
7. a) Y. Shimizu, M. Miya, A. Nagata, K. Ohta, I. Yamamoto, S. Kusabayashi, Liq. Cryst. 1993, 14, 795.
8. b) Y. Shimizu, J. Matsuno, M. Miya, A. Nagata, J. Chem. Soc., Chem. Commun. 1994, 2411.
9. See e.g. E. F. Meyer, Jr., D. L. Cullen, in The Porphyrins, Vol. 3 (Ed: D. Dolphin), Academic Press, New York 1978, Ch. 11.
10. To demonstrate columnar mesomorphism, mesogens generally require six or eight long alkyl chains, see Reference [2b].
11. a) H. L. Anderson, Tetrahedron Lett. 1992, 33, 1101.
12. b) L. R. Milgrom, G. Yahioglu, Tetrahedron Lett. 1995, 36, 9061.
13. c) L. R. Milgrom, G. Yahioglu, Tetrahedron Lett. 1996, 37, 4069.
14. d) Anderson has previously reported discotic mesogenic behavior in a 5,15-bisbutadienyl-substituted porphyrin with four dimethyloctyl ester β-substituents, see H. L. Anderson, Inorg. Chem. 1994, 33, 972.
15. The NLO activity of porphyrins substituted with one or two ethynyl groups has previously been noted: a) S. M. LeCours, H.-W. Guan, S. G. DiMagno, C. H. Wang, M. J. Therien, J. Am. Chem. Soc. 1996, 118, 1497. b) H. L. Anderson, S. J. Martin, D. D. C. Bradley, Angew. Chem., Int. Ed. Engl. 1994, 33, 655. c) D. P. Arnold, G. A. Heath, J. Am. Chem. Soc. 1996, 115, 12 197.
16. The NLO activity of porphyrins substituted with one or two ethynyl groups has previously been noted: a) S. M. LeCours, H.-W. Guan, S. G. DiMagno, C. H. Wang, M. J. Therien, J. Am. Chem. Soc. 1996, 118, 1497. b) H. L. Anderson, S. J. Martin, D. D. C. Bradley, Angew. Chem., Int. Ed. Engl. 1994, 33, 655. c) D. P. Arnold, G. A. Heath, J. Am. Chem. Soc. 1996, 115, 12 197.
17. The NLO activity of porphyrins substituted with one or two ethynyl groups has previously been noted: a) S. M. LeCours, H.-W. Guan, S. G. DiMagno, C. H. Wang, M. J. Therien, J. Am. Chem. Soc. 1996, 118, 1497. b) H. L. Anderson, S. J. Martin, D. D. C. Bradley, Angew. Chem., Int. Ed. Engl. 1994, 33, 655. c) D. P. Arnold, G. A. Heath, J. Am. Chem. Soc. 1996, 115, 12 197.
18. C.-H. Lee, J. S. Lindsey, Tetrahedron 1994, 50, 11 427.
19. J. W. Goodby, P. S. Robinson, B.-K. Teo, P. E. Cladis, Mol. Cryst., Liq. Cryst. 1980, 56, 303.
20. See e.g. P. Prasad, in Materials for Nonlinear Optics (Eds: S. R. Marder, J. E. Sohn, G. D. Stucky, ACS Symp. Ser., Vol. 455, American Chemical Society, Washington, DC 1991, Ch 3.
21. M. S. Bahae, A. A. Said, T. H. Wei, D. J. Hagan, E. W. van Steryland, IEEE J. Quantum Electron. 1990, 26, 760.
22. D. J. Harter, M. L. Shand, Y. B. Band, J. Appl. Phys. 1984, 56, 865.
23. D. J. Harter, Y. B. Band, E. P. Ippen, IEEE J. Quantum Electron. 1985, OE 21, 1219.
24. Z. Z. Ho, C. Y. Ju, W. M. Hetherington, III, J. Appl. Phys. 1987, 62, 716.
25. W. M. Dennis, W. Blau, D. J. Bradley, Opt. Eng. 1986, 25, 538.
26. M.-T. Zhao, B. P. Singh, P. N. Prasad, J. Chem. Phys. 1988, 89, 5535.