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To the best of our knowledge, this is the first calixpyrrole-like system incorporating a carbazole moiety. However, calix[n]indole macrocycles are known. See: (a) Black, D. StC.; Craig, D. C.; Kumar, N. J. Chem. Soc., Chem. Commun. 1989, 425-426. (b) Black, D. StC.; Bowyer, M. C.; Kumar, R. Mitchell, P. S. R. J. Chem. Soc., Chem. Commun. 1993, 819-821. (c) Black, D. StC.; Craig, D. C.; Kumar, N. Tetrahedron Lett. 1995, 36, 8075-8078. (d) Black, D. StC.; Craig, D. C.; Kumar, N.; McConnel, D. B. Tetrahedron Lett. 1996, 37, 241-244. (e) Black, D. StC.; Craig, D. C.; Kumar, N. Aust. J. Chem. 1996, 49, 311-318. (f) Black, D. StC.; McConnell, D. B. Heteroatom Chem. 1996, 7, 437-441.
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1H NMR spectroscopic experiments, as subsequently inferred from the fluorescence emission studies.
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Unfortunately, a decrease in the signal-to-noise ratio as the concentration was decreased precluded further dilution studies.
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