Synthesis of Chiral 3,3ʹ-Disubstituted (S)-BINOL Derivatives via the Kumada and Suzuki Coupling and Their Antibacterial Activity

A new series of 3,3ʹ-disubstituted chiral (S)-BINOL derivatives 6a–6k has been synthesized via the Kumada and Suzuki–Miyaura coupling reactions using (S)-BINOL as the initial compound. The Kumada coupling has been found to be superior in terms of yields and reaction time. All the synthesized compounds have been screened for their antibacterial activity against Gram-positive and Gram-negative organisms using Penicillin and Streptomycin as standards. The most potent antibacterial activity has been determined for compounds 6a,6b, 6c, and 6d with MIC values ranging from 1.17 to 4.68 μg/mL against all bacterial strains tested. Molecular docking studies has presented an insight into the binding pattern of the top active ligands with the respective target protein.