Abstract
After introducing chirality with the winding columns of baroque altars and snail shells, the enantioselective hydrogenation of dehydroamino acids is described. Then, the enantioselective homo Diels-Alder reaction of norbornadiene with phenylacetylene is presented, which leads to 8-phenyldeltacyclene in almost enantiomerically pure form. Its reaction with 1,2-bisphosphanylbenzene affords P,P,P-tris(9-phenyldeltacyclan-8-yl)-1,2-bisphosphanylbenzene, a chelate ligand with 3 chiral deltacyclanyl substituents and a PH bond, comprising 24 asymmetric carbon atoms of a given configuration and a stereogenic secondary phosphorus atom. This chelate ligand forms mononuclear, phosphido-bridged dinuclear and - most unusual - trinuclear Ni, Pd and Pt complexes. The trinuclear complexes consisting of three joint square planar units are unique in Ni, Pd and Pt chemistry.
Keywords: pt phosphane complexes, chiral 9-phenyldeltacyclanyl substituent
Current Organic Chemistry
Title: Right or Left - Enantioselective Catalysis. New Ni, Pd and Pt Phosphane Complexes with the Chiral 9-Phenyldeltacyclanyl Substituent
Volume: 6 Issue: 5
Author(s): Henri Brunner
Affiliation:
Keywords: pt phosphane complexes, chiral 9-phenyldeltacyclanyl substituent
Abstract: After introducing chirality with the winding columns of baroque altars and snail shells, the enantioselective hydrogenation of dehydroamino acids is described. Then, the enantioselective homo Diels-Alder reaction of norbornadiene with phenylacetylene is presented, which leads to 8-phenyldeltacyclene in almost enantiomerically pure form. Its reaction with 1,2-bisphosphanylbenzene affords P,P,P-tris(9-phenyldeltacyclan-8-yl)-1,2-bisphosphanylbenzene, a chelate ligand with 3 chiral deltacyclanyl substituents and a PH bond, comprising 24 asymmetric carbon atoms of a given configuration and a stereogenic secondary phosphorus atom. This chelate ligand forms mononuclear, phosphido-bridged dinuclear and - most unusual - trinuclear Ni, Pd and Pt complexes. The trinuclear complexes consisting of three joint square planar units are unique in Ni, Pd and Pt chemistry.
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Brunner Henri, Right or Left - Enantioselective Catalysis. New Ni, Pd and Pt Phosphane Complexes with the Chiral 9-Phenyldeltacyclanyl Substituent, Current Organic Chemistry 2002; 6 (5) . https://dx.doi.org/10.2174/1385272024604943
DOI https://dx.doi.org/10.2174/1385272024604943 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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