M. Kasım ŞENER, David SANCHEZ-GARCIA, Mehmet AKKURT

Synthesis and Crystal Structure of 1,3-Bis(5-formylpyrrol-2-yl)benzene and Its Conversion to a Macrocyclic Derivative

This report details the synthesis and characterization of a new diformyl pyrrole derivative 2 and its macrocyclic derivative 3. The new compounds were characterized by FT-IR, 13C NMR, and 1H NMR spectroscopies and via mass spectrometric analysis. The structure of 2 in the solid state was determined using X-ray diffraction methods (monoclinic, P21/c, a = 17.3760(7), b = 4.9719(2), c = 15.5374(5) Å, b = 105.892(2) °, V = 1291.00(9) Å3, and Z = 4). The molecular structure is stabilized by N-H...O and C-H...O intermolecular hydrogen bonds. The present bisformylpyrrole derivative 2 provides a new precursor that may be useful in the synthesis of new, functional macrocyclic systems.

Anahtar Kelimeler:

Schiff Base, Bisformylpyrrole, Macrocycle, Crystal structure

Synthesis and Crystal Structure of 1,3-Bis(5-formylpyrrol-2-yl)benzene and Its Conversion to a Macrocyclic Derivative

Keywords:

Schiff Base, Bisformylpyrrole, Macrocycle, Crystal structure,

PDF

___

M. Allmendinger, P. Zell, A. Amin, U. Thewalt, M. Klinga and B. Rieger, Heterocycles 60, 1065 (2003).
J. Gawronski, H. Kolbon, M. Kwit and A. Katrusiak, J. Org. Chem. 65, 5768 (2000).
D. Sanchez-Garcia, T. Kohler, D. Seidel, V. Lynch and J.L. Sessler, Chem. Commun. 16, 2122 (2005).
W.B. Callaway, J.M. Veauthier and J.L. Sessler, J. Porphyrins Phthalocyanines 8, 1 (2004).
J.L. Sessler, W.B. Callaway, S.P. Dudek, R.W. Date and D.W. Bruce, Inorg. Chem. 43, 6650 (2004).
J.L. Sessler, T.D. Mody, M.T. Dulay, R. Espinoza and V. Lynch, Inorg. Chim. Acta 246, 23 (1996).
J.L. Sessler and D. Seidel, Angew. Chem. Int. Ed. 42, 5134 (2003).
J.L. Sessler, D. Seidel, C. Bucher and V. Lynch, Tetrahedron 57, 3743 (2001).
C. Bucher, R.S. Zimmerman, V. Lynch, V. Kral and J.L. Sessler, J. Am. Chem. Soc. 123, 2099 (2001).
J.L. Sessler, T.D. Mody and V. Lynch, J. Am. Chem. Soc. 115, 3346 (1993).
J.L. Sessler, W.B. Callaway, S.P. Dudek, R.W. Date, V. Lynch and D.W. Bruce, Chem. Commun. 19, 2422 (2003).
J.L. Sessler, W. Cho, S.P. Dudek, L. Hicks, V. Lynch and M.T. Huggins, J. Porphyrins Phthalocyanines 7, 97 (2003).
J.L. Sessler, A. Gebauer, A. Guba, M. Scherer and V. Lynch, Inorg. Chem. 37, 2073 (1998).
J.M. Veauthier, W. Cho, V. Lynch and J.L. Sessler, Inorg. Chem. 43, 1220 (2004).
J.L. Sessler, E. Tomat, T.D. Mody, V. Lynch, J.M. Veauthier, U. Mirsaidov and J.T. Markert, Inorg. Chem.
L.J. Farrugia, J. Appl. Cryst. 30, 565 (1997).