Efficient access to a designed phosphapalladacycle catalyst via enantioselective catalytic asymmetric hydrophosphination. Issue 4 (10th January 2017)

• Record Type: Journal Article
• Authors: Li, Xi-Rui; Yang, Xiang-Yuan; Li, Yongxin; Pullarkat, Sumod A.; Leung, Pak-Hing
• Is Part Of: Dalton transactions. Volume 46:Issue 4(2017)
• Page Start: 1311
• Page End: 1316
• Publication Date: 2017-01-10
• Subjects: Chemistry, Inorganic -- Periodicals; Chemistry, Physical and theoretical -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.05
• DOI: 10.1039/c6dt04447f
• Languages: English
• ISSNs: 1477-9226

Abstract

Abstract : A facile and efficient method for preparing a chiral phosphapalladacycle catalyst via asymmetric catalytic hydrophosphination followed by cyclopalladation was developed. The catalytic potential of the new complex was demonstrated. Abstract : A chiral phosphine auxiliary was generated with excellent ee via catalytic asymmetric hydrophosphination of 3-(naphthalen-1-ylmethylene)pentane-2, 4-dione. The subsequent metal complexation of the monophosphine yielded two different coordination complexes depending on the reaction conditions. The ortho -palladation of both coordination complexes resulted in the formation of a single dimeric phosphapalladacycle complex that could be further converted to the monomeric bisacetonitrile derivative. Moreover, the palladium complex exhibits interesting oxophilicity as the stable bisaquo derivative could be isolated and characterized crystallographically. The catalytic potential of the phosphapalladacycle was also demonstrated.