Palladacycle catalyzed asymmetric hydrophosphination : pushing the boundaries in C*-P bond formation

The significance of chiral phosphines is well-known in the field of Chemistry; yet conventional approaches for their preparation are wasteful, expensive and cumbersome. This thesis reports on the direct preparation of chiral phosphines using a palladacycle catalyst via the addition of secondary phos...

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Bibliographic Details
Main Author: Chew, Jonathan Renta
Other Authors: Pullarkat Appukuttan Sumod
Format: Theses and Dissertations
Language:English
Published: 2016
Subjects:
Online Access:https://hdl.handle.net/10356/68847
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Institution: Nanyang Technological University
Language: English
Description
Summary:The significance of chiral phosphines is well-known in the field of Chemistry; yet conventional approaches for their preparation are wasteful, expensive and cumbersome. This thesis reports on the direct preparation of chiral phosphines using a palladacycle catalyst via the addition of secondary phosphines to novel and challenging prochiral substrates, thereby generating a library of highly enantioenriched functionalised phosphines in typically high yields. Throughout the studies, novel compounds which have never been known to be Michael acceptors have been uncovered, as well as the never before observed enantiodivergence in P-H addition systems. The undertaken studies and the results obtained further our collective understanding of various reaction mechanisms and methodologies, representing a salient contribution to Chemistry in general.