@article{41b27cac1fc54cf79a95e55024d6b63b,
title = "The synthesis and novel structure of methyl 7-phenyl-dibenz[a,j] anthracene-14-carboxylate and methyl 5-phenyl-benzo[1,2-h:5,4-h′]diquinoline-3-carboxylate: Rigid semi-helical aromatic spacers with convergent functional groups",
abstract = "The synthesis and structure of two novel polycyclic aromatic systems is presented. These systems can act as rigid spacer units for the construction of receptors and synthetic reagents possessing different degrees of helicity and containing convergent functional groups.",
author = "Zimmerman, {Steven C.}",
note = "Funding Information: Acknowledgement: The author thanks Scott Wilson for assistance with the X-ray analyses. Funding from the American Cancer Society (Junior Faculty Award) and the National Institutes of Health (GM3801 O-01) is gratefully acknowledged. References: 1. (a) Fillers, J. P.; Ravichandran, K. G.; Abdalmuhdi, I.; Tulinksy, A.; Chang, C. K J. Am. Chem. Sot. 1986, 708,417 and references therein. (b) Johnson, M. R.; Sutherland, I. 0.; Newton, R. F. J. Chem. Sot. Chem. Cormnun. 1979,309. Kotzyba-Hibert,F .; Lehn, J. M.; Vierling, P. Tet. Letters 1980, 941. (c) Rebek, J., Jr. Science 1987, 235,1478. 2. Chen, C.-W.; Whitlock, H. W., Jr. J. Am. Chem. Sot. 1978, 700,492l. 3. Joran, A. D.; Leland, B. A.; Geller, G. G.; Hopfield,J .J.; Dervan, P. B. J. Am. Chem. Sot. 1984, 706, 6090. Zimmerman,H . E.; Goldman, T. D.; Hirzel, T. K.; Schmidt, S. P. J. Org. Chem. 1980, 45,3933. 4. Wilcox, C. S.; Greer, L. M.; Lynch, V. J. Am. Chem. Sot. 1987, 709,1865. 5. Feldman, K. S.; Lee, Y. B. J. Am. Chem. Sm. 1987, 709,585O. 6. Zimmerman,S . C.; VanZyl, C. M. J. Am. Chem. Sm. 1987, 709,7894. 7. For a singular example of such a host see: Sheridan, R. E.; Whitlock, H. W., Jr. J. Am. Chem. Sot. 1986, 708,712O. 8. Pyfy/ium Saks; Katritzky, A. R., Ed.; Academic Press: New York,1 982; ~140. 9. Katritzky, A. R.; Thind, S. S. J. Chem. Sot. Perkin Trans. 7 1980, 1895. 10. Griffin, D. A.; Staunton, J. J. Chem. Sot. Chem. Commun. 1975,675. 11. New compounds gave correct elemental analysis and/or high resolution mass spectra and had spectral properties consistent with the assigned structures. Pyrylium salts 3b and 3c were synthesized using Katritzky{\textquoteright}s procedure (ref. 9) and were analyzed only by 1H NMR. All yields are unoptimized. 12. Full details of the X-ray analyses will be published in due course. 13. A similarly twisted aromatic system has been described recently where a phenyl substituent is attached to the central bay region carbon: Pascal, R. A., Jr.; McMillan, W. D.; Van Engen, D. J. Am. Chem. Sot. 1986, 708,5652. 14. Mason, R. Proc, R. Sot. London, Ser. A 1960, 258,302.",
year = "1988",
doi = "10.1016/0040-4039(88)85314-0",
language = "English (US)",
volume = "29",
pages = "983--986",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Ltd",
number = "9",
}