tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate

Area of Science:

• Organic Chemistry
• Crystallography
• Supramolecular Chemistry

Background:

• Understanding molecular interactions is crucial for designing novel materials.
• Boronic acids are versatile functional groups with diverse applications.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of a specific boronic acid derivative.
• To investigate the self-assembly behavior driven by hydrogen bonding and van der Waals forces.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding and non-covalent interactions was performed.

Main Results:

• The compound exhibits a coplanar arrangement of carbonyl and boronic acid groups with the pyrrole ring.
• Intramolecular hydrogen bonding involves the exo-oriented OH group, while intermolecular hydrogen bonding forms centrosymmetric dimers.
• Tert-butyl groups facilitate supramolecular assembly into infinite chains along the crystallographic b axis.
• Face-to-face and center-to-edge stacking interactions were observed between pyrrole rings.

Conclusions:

• The crystal structure is dictated by a combination of hydrogen bonding and tert-butyl group interactions.
• The observed supramolecular architecture highlights the potential for designing ordered organic materials.