4, 4′- and 5, 5′-Functionalized (S)- and (R)-2, 2′-Bis(diphenylphosphanyl)-1, 1′-binaphthyl Oxide Derivatives

摘要: A series of 4, 4′- and 5, 5′-functionalized (S)- (R)-2, 2′-bis(diphenylphosphanyl)-1, 1′-binaphthyl oxide (BINAPO) derivatives were prepared by Suzuki-Miyaura coupling from 5′-dibromo-BINAPO the corresponding boronic acid, RB(OH)2 [R = 4-(methoxycarbonyl)phenyl, 3-pyridyl 4-pyridyl]. The carboxylic acid-substituted BINAPO obtained esters saponification with NaOH. novel fully characterized NMR (1H, 13C, 31P), IR spectroscopy, mass spectrometry, for (S)-4, 4′-bis(3-pyridyl)-BINAPO, (S)-5, 5′-bis(3-pyridyl)-BINAPO, (R)-4, 4′-bis(4-carboxyphenyl)-BINAPO also X-ray crystallography. They are thermally stable up to 400–440 °C as determined DTA/TG analysis.