Abstrakt: |
Three 2,4‐diarylpyrroles were synthesized starting from 4‐nitrobutanones and the crystal structures of two derivatives were analysed. These are 4‐(4‐methoxyphenyl)‐2‐(thiophen‐2‐yl)‐1H‐pyrrole, C15H13NOS, and 3‐(4‐bromophenyl)‐2‐nitroso‐5‐phenyl‐1H‐pyrrole, C16H11BrN2O. Although pyrroles without substituents at the α‐position with respect to the N atom are very air sensitive and tend to polymerize, we succeeded in growing an adequate crystal for X‐ray diffraction analysis. Further derivatization using sodium nitrite afforded a nitrosyl pyrrole derivative, which crystallized in the triclinic space group P with Z = 6. Thus, herein we report the first crystal structure of a nitrosyl pyrrole. Interestingly, the co‐operative hydrogen bonds in this NO‐substituted pyrrole lead to a trimeric structure with bifurcated halogen bonds at the ends, forming a two‐dimensional (2D) layer with interstitial voids having a radius of 5 Å, similar to some reported macrocyclic porphyrins. [ABSTRACT FROM AUTHOR] |