Journal of Organic Chemistry Synthesis and Chemistry of Hexamethyl-trans-15,16-dihydropyreneu

Journal of Organic Chemistry

Volumn 37, Issue 20, 1972, Pages 3045-3052

  Renfroe, H B ^a   Gurney, J A ^a   Hall, L A R ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001337540     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00985a001     Document Type: Article

References (18)

1. Presented in part at the 153rd National Meeting of the American Chemical Society, Miami Beach, Fla., April 1967, Paper 0-184.
2. V. Boekelheide and Joseph B. Phillips, J. Amer. Chem. Soc., 89, 1695 (1967).
3. V. Boekelheide and T. Miyasaka, J. Amer. Chem. Soc., 89, 1709 (1967).
4. J. von Braun and J. Nelles, Chem. Ber., 67, 1094 (1934).
5. The numbering of [2.2]metacyclophanes used here is that suggested by B. H. Smith in “Bridged Aromatic Compounds,” Academic Press, New York, N. Y., 1964, Chapter 1.
6. E. Muller and G. Roscheisen, Chem. Ber., 90, 543 (1957).
7. W. S. Lindsay, Peter Stokes, Leslie G. Humber, and V. Boekelheide, J. Amer. Chem. Soc., 83, 943 (1961),
8. J. B. Phillips, R. J. Molyneux, E. Sturm, and V. Boekelheide, J. Amer. Chem. Soc., 89, 1704 (1967).
9. Another measure of aromaticity is diamagnetic susceptibility. The diamagnetic anisotropy of 2 has been reported. See H. J. Dauben, J. D. Wilson, and John L. Laity, J. Amer. Chem. Soc., 91, 1991 (1969).
10. A. G. Anderson, Jr., J. A. Nelson, and J. J. Tazuma, J. Amer. Chem. Soc., 75, 4980 (1953).
11. A. W. Hanson, Acta Crystallogr., Sect. B, 18, 599 (1965).
12. Such steric effects in the aromatic substitution of benzenes are well documented. See, for example, G. S. Hammond and M. F. Hawthorne in “Steric Effects in Organic Chemistry,” Melvin S. Newman, Ed., Wiley, New York, N. Y., 1956, Chapters.
13. A. Reiche, H. Gross, and E. Hoft, Chem. Ber., 93, SS (1960).
14. R. M. Evans, Quart. Rev. Chem. Soc., 13, 61 (1959)
15. H. R. Blattman and W. Schmidt, Tetrahedron, 26, 5885 (1970),
16. K. von Auwers, Ann., 415, 156 (1914).
17. T. P. Whaley, Inorg. Syn., S, 6 (1956).
18. For a description see K. B. Wiberg, “Laboratory Techniques in Organic Chemistry,” McGraw-Hill, New York, N. Y., 1960, pp 206-208.