P-Stereogenic bisphosphines with a hydrazine backbone: from N–N atropoisomerism to double nitrogen inversion. Issue 33 (10th April 2017)

• Record Type: Journal Article
• Authors: Prades, Amparo; Núñez-Pertíñez, Samuel; Riera, Antoni; Verdaguer, Xavier
• Is Part Of: Chemical communications. Volume 53:Issue 33(2017)
• Page Start: 4605
• Page End: 4608
• Publication Date: 2017-04-10
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc01944k
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : P-Stereogenic C 2 diphosphine ligands with a hydrazine backbone are reported. The ligands exist as a mixture of atropo- and nitrogen inversion isomers in slow exchange. Abstract : The synthesis of P-stereogenic bisphosphine ligands starting from a phosphinous acid chiral synthon and hydrazine is reported. The dialkylation of the hydrazine backbone yielded atropo- and nitrogen inversion isomers which are in slow exchange. The crystallization of one of the isomers allowed us to study the reaction kinetics of the equilibria. The new ligands were tested in the Rh catalysed asymmetric hydrogenation of various benchmark substrates attaining up to 99% ee.