Abstract
Various new C2-symmetric bidentate ligands, bearing phosphorus, nitrogen, and sulfur, were obtained in an efficient manner, starting from (+/-)-trans-3-methylidenecyclopropane-1,2-dicarboxylic acid (Feist's acid; (+/-)-trans-3). The structures of the new bidentate ligands, di(tert-butyl) (+/-)-[(trans-3-methylidenecyclopropane-1,2-diyl)dimethanediyl]biscarbamate ((+/-)-9), (+/-)-(trans-3-methyldienecyclopropane-1,2-diyl)dimethanaminium dichloride ((+/-)-10), (+/-)-S,S'-[(trans-3-methylidenecyclopropane-1,2-diyl)dimethanediyl] diethanethioate ((+/-)-11), and (+/-)-[(trans-3-methylidenecyclopropane-1,2-diyl)dimethanediyl]bis(diphenylphosphane) ((+/-)-12), were fully characterized by standard spectroscopic techniques. These new classes of C2-symmetric bidentate ligands have the potential to be used in asymmetric catalysis.