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

Authors: M. KASIM ŞENER, DAVİD SANCHES GARCIA, MEHMET AKKURT, SEMA ÖZTÜRK YILDIRIM, HOONG-KUN FUN, JONATHAN L. SESSLER

Abstract: 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, ^{13}C 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, P2_1/c, a = 17.3760(7), b = 4.9719(2), c = 15.5374(5) Å, \beta = 105.892(2) °, V = 1291.00(9) Å^3, 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.

Keywords: Schiff Base, Bisformylpyrrole, Macrocycle, Crystal structure

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