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Cyclodiop, an example of a new class of chiral diphosphines

✍ Scribed by S.Y. Zhang; S. Yemul; H.B. Kagan; R. Stern; D. Commereuc; Y. Chauvin

Book ID
104234368
Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
213 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

Cyclodiop, a chiral diphosphine with an intact P-P bond was prepared and used as a ligand in rhodium complexes. Asymnetric reduction of some prochiral olefins was observed. The nature of the rhodium complexes is discussed in the light of their P nmr spectra.

The spectacular progress of homogeneous asymmetric catalysis with transition complexes has been mainly the result of the synthesis of various types of new chiral ligands (l-4). Chiral phosphines and especially chelating diphosphines are particularly useful for asymmetric hydrogenation and enantiomeric excesses close to 100 % can be achieved (l-5).

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Double lithiation of bis(tetra-hydroindenyl)iron followed by phosphorylation using PhzPCl affords two different chiral diphosphines having respectively Ct-and Ca-symmetry. Following antipode separation, the compounds can be used as ligands in Rh-catalyzed hydrogenation (up to 97% ee) and hydroborati