Browse > Article

Synthesis and Structure of Tetrahomodioxa p-phenylcalix(4)arene dihexylether  

노광현 (숙명여자대학교 이과대학 자연과학부 화학전공)
박영자 (숙명여자대학교 이과대학 자연과학부 화학전공)
Abstract
Tetrahomodioxa p-phenylcalix(4)arene dihexylether(C/sub66/H/sub68/O/sub6/) has been synthesized and structurally characterized by X-ray diffraction. Reaction of tetrahomodioxa p-phenylcalix(4)arene with hexyl halide and NaH in DMF leads to the dihexyl derivatives, 7,13,21,27-tetraphenyl-29,31-dihexyloxy- 2,3,16,17-tetrahomo-3,17-dioxacalit(4)arenes. The crystal is orthorhombic, P2₁2₁2₁, a= 9.764(2), b=16.167(2), c=32.994(3) Å, V=5208(1) Å, Z= 4, Dc = 1.221 gcm/sup -3/. The structure was solved by direct methods and refined by full-matrix least squares. Refinement converged at R = 0.070 for 2009 observed reflections. This molecule has a C-1,2-alternate conformation with pseudo-centrosymmetry and has two pairs of opposite phenyl rings, which are approximately parallel to each other. The benzene rings A and B are up, and the rings C and D rings are down with respect to the plane of the macrocyclic ring.
Keywords
Citations & Related Records
연도 인용수 순위
  • Reference
1 C. D. Gutsche, B. Dhawan and K. H. No, Muthukrishnan, R. J. Am. Chem. Soc., 103, 3782 (1981)
2 B. Dhawan and C. D. Gutsche, J. Org. Chem., 48, 1536 (1983)
3 K. No, Bull. Korean Chem. Soc., 20, 33 (1999)
4 L. J. Farrugia, WinGX - Ver 1.63, An Integrated System of Windows Program for Crystal Structure Solution, Refinement and Analysis of Single Crystal X-ray Diffraction Data. Dept. of Chemistry, University of Glasgow, U. K., (1999)
5 G. M. Sheldrick, 'SHELXS-97 and SHELXL-97 Program for Crystal Structure Determination', Univ. of Gottinggen, Germany (1997)
6 C. Bavoux, F. Vocanson, M. Perrin and R. Lamartine, J. Incl. Phenom. Mol. Recogn. Chem., 22, 119 (1995)
7 M. N. Burnett, C. K. Johnson, ORTEP III, Oak Ridge National Lab. Tennessess, U. S. A., (1996)
8 Gutsche, C. D. Calixarenes Revisited ; Royal Society of Chemistry: Cambridge, 1998
9 Gutsche, C. D. Calixarenes, Royal Society of Chemistry: Cambridge, 1989
10 'International Table for X-ray Crystallography', Vol. IV, Kynoch Press, Birmingham, England (1974)
11 Calixarenes: A Versatile Class of Macrocyclic Compounds, Vicens, J.; Bohmer, V. Eds.; Kluwer; Dordrecht, 1991
12 K. No, Y. J. Park and E. J. Choi, Bull. Korean Chem. Soc., 20, 905 (1999)
13 Gutsche, C. D. Calixarenes, Monographs in Supramolecular Chemistry ; Stoddart, J. F., Ed.; Royal Society of Chemistry: Cambridge, U. K., 1989; Vol. 1
14 Gutsche, C. D. In Synthesis of Macrocycles: Design of Selective Complexing Agents; Izatt, R. M. and Christensen, J. J., Eds., Wiley: New York, 1987; p. 93