410546-38-2Relevant academic research and scientific papers
Novel monodentate phosphoramidites by chiral pool synthesis starting from D-mannitol, and their PdII and RhI complexes
Bayer, Alexander,Thewalt, Ulf,Rieger, Bernhard
, p. 199 - 203 (2002)
The new monodentate phosphoramidites 6a-e were prepared in an ex-chiral-pool synthesis from readily available D-mannitol in high yields. A ring opening of 1,2;5,6-dianhydro-3,4-0-isopropylidene-D-mannitol (4) with nucleophiles provides the chiral diols 5a-e with different steric demand as key intermediates. The ligands 6a-e are synthesized by refluxing 5a-e with hexamethyltriaminophosphane (HMTAP) and lead, after treatment with [PdCl2(COD)] or [Rh(COD)2][SO3CF3], to the corresponding Pd. complex 8a and rhodium(I) complexes 7a-e, respectively. The cis-arrangement of the ligands and the C2-symmetry of the complexes in the solid state is demonstrated by an X-ray structure investigation performed on 8a. In addition, variable temperature NMR experiments show that 8a keeps its C2-symmetric coordination geometry even at temperatures up to 90°C (decomposition).
