Département de chimie moléculaire

A new member of the cyclo[n]pyrrole class of expanded porphyrins was prepd. from the corresponding thiophene-contg. terpyrrole precursor through use of a mild electrochem. oxidative procedure. The isolated macrocycle, featuring nine heterocyclic subunits directly connected through their $\alpha$,$\alpha$'-positions, is the largest cyclo[n]pyrrole deriv. reported to date. The structure obtained via synchrotron radiation-based studies revealed a dimeric arrangement involving individual macrocyclic subunits. A cyclo[6]pyrrole[3]thiophene deriv. could be prepd. from a thiophene-contg. terpyrrole precursor through use of a mild electrochem. oxidative procedure. A definitive proof of structure of this new member of the cyclo[n]pyrrole class featuring nine heterocyclic subunits directly connected through their $\alpha$,$\alpha$'-positions was obtained via a single crystal X-ray diffraction anal. carried out using synchrotron radiation. Four individual macrocycles are found within the unit cell. These appear as two distinct self-assembled sandwich-like structures held together through a variety of apparent noncovalent interactions, including van der Waals, electrostatic forces, and a network of hydrogen bonds. [on SciFinder(R)]