Iridium Catalyzed Asymmetric Hydrogenation
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New Subtrate Classes In Iridium Catalyzed Asymmetric Hydrogenation
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Author : Maurizio Bernasconi
language : en
Publisher: Cuvillier Verlag
Release Date : 2014-01-30
New Subtrate Classes In Iridium Catalyzed Asymmetric Hydrogenation written by Maurizio Bernasconi and has been published by Cuvillier Verlag this book supported file pdf, txt, epub, kindle and other format this book has been release on 2014-01-30 with Science categories.
The main aim of the research presented in this thesis was to expand the substrate scope of the iridium-catalyzed asymmetric hydrogenation, which represents an extremely useful methodology for the enantioselective synthesis of chiral molecules.While this chemistry has been developed and investigated mainly for the hydrogenation of unfunctionalized olefins, so far only little attention has been given to functionalized olefins. Therefore, the different research projects presented in this thesis dealt with the application of iridium catalysts to the reduction of particularly valuable substrates that are difficult to hydrogenate enantioselectively with other methods. The first chapter of this thesis gives a general introduction on asymmetric hydrogenation and the role of iridium catalysts in this context. The following two chapters deal with the investigation of new substrates in the iridium-catalyzed asymmetric hydrogenation using various N,Pligands developed in the Pfaltz group,and give an account of the superior results that have been obtained with such catalysts compared to thoserepresenting the state-of-the-art. In particular, chapter twoconcerns the reduction of vinylsilanes, for which the judicious choice of the best catalyst for each specific substrate was required to achieve good results in term of both chemical and optical yield. On the contrary, a pyridinyl phosphitine bearing a 2,6-difluorophenyl group on the oxazoline ringwas best suited for a broad array of 2-alkyl- and aryl- substituted maleic acid dimethyldiester, as reported in chapter three. Such process turned out to be enantioconvergent, allowing the hydrogenation of mixtures of maleates and fumarates in high enantiomeric excesses. In chapter fourthe deployment of environmentally friendly solvents such as THF and 2-MeTHF in the iridium-catalyzed asymmetric hydrogenation of 3,3-disubstituted allylic alcohols is described. Finally, chapter five of this dissertation deals with the development of new NHC ligands for the iridium-catalyzed asymmetric hydrogenation of acid-labile substrates such as tert-butyloxycarbonyl protected allylic alcohols. Experimental details and characterization of the substances discussed in the main body of this manuscript is reported in the experimental section that constitutes chapter six.
Chiral Proline Based Ligands For Iridium Catalyzed Asymmetric Hydrogenation
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Author : Denise Rageot
language : en
Publisher:
Release Date : 2015-10
Chiral Proline Based Ligands For Iridium Catalyzed Asymmetric Hydrogenation written by Denise Rageot and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2015-10 with categories.
New Subtrate Classes In Iridium Catalyzed Asymmetric Hydrogenation
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Author : Maurizio Bernasconi
language : en
Publisher:
Release Date : 2014
New Subtrate Classes In Iridium Catalyzed Asymmetric Hydrogenation written by Maurizio Bernasconi and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2014 with categories.
Iridium Catalyzed Asymmetric Hydrogenation Of Furan Derivatives And Thiophene 1 1 Dioxides
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Author : Larissa Pauli
language : en
Publisher:
Release Date : 2015-10
Iridium Catalyzed Asymmetric Hydrogenation Of Furan Derivatives And Thiophene 1 1 Dioxides written by Larissa Pauli and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2015-10 with categories.
Reactivity And Selectivity Studies In Iridium Catalyzed Asymmetric Hydrogenation
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Author : Bram B. C. Peters
language : en
Publisher:
Release Date : 2023
Reactivity And Selectivity Studies In Iridium Catalyzed Asymmetric Hydrogenation written by Bram B. C. Peters and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2023 with categories.
Iridium Catalysis
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Author : Pher G. Andersson
language : en
Publisher: Springer Science & Business Media
Release Date : 2011-01-05
Iridium Catalysis written by Pher G. Andersson and has been published by Springer Science & Business Media this book supported file pdf, txt, epub, kindle and other format this book has been release on 2011-01-05 with Science categories.
From the contents: Robert H Crabtree: Introduction and History. - Montserrat Diéguez, Oscar Pàmies and Carmen Claver: Iridium-catalysed hydrogenation using phosphorous ligands. - David H. Woodmansee and Andreas Pfaltz: Iridium Catalyzed Asymmetric Hydrogenation of Olefins with Chiral N,P and C,N Ligands. - Ourida Saidi and Jonathan M J Williams: Iridium-catalyzed Hydrogen Transfer Reactions. - John F. Bower and Michael J. Krische: Formation of C-C Bonds via Iridium Catalyzed Hydrogenation and Transfer Hydrogenation. - Jongwook Choi, Alan S. Goldman: Ir-Catalyzed Functionalization of CH Bonds. - Mark P. Pouy and John F. Hartwig: Iridium-Catalyzed Allylic Substitution. - Daniel Carmona and Luis A. Oro: Iridium-catalyzed 1.3-dipolar cycloadditions.
Iridium Catalyzed Asymmetric Hydrogenation
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Author : Robin Scheil
language : en
Publisher:
Release Date : 2016
Iridium Catalyzed Asymmetric Hydrogenation written by Robin Scheil and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2016 with categories.
Convergent And Tandem Strategies In Iridium Catalyzed Asymmetric Hydrogenation Of Olefins
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Author : Luca Massaro
language : en
Publisher:
Release Date : 2022
Convergent And Tandem Strategies In Iridium Catalyzed Asymmetric Hydrogenation Of Olefins written by Luca Massaro and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2022 with categories.
Iridium Catalyzed Asymmetric Hydrogenation
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Author : Adnan Ganić
language : de
Publisher:
Release Date : 2013
Iridium Catalyzed Asymmetric Hydrogenation written by Adnan Ganić and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2013 with categories.
Iridium Catalyzed Asymmetric Hydrogenation For Synthesis Of Chiral Cyclic Amines
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Author : Yuhua Huang
language : en
Publisher:
Release Date : 2016
Iridium Catalyzed Asymmetric Hydrogenation For Synthesis Of Chiral Cyclic Amines written by Yuhua Huang and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2016 with Reduction (Chemistry) categories.
Chiral cyclic amines play extremely important roles in pharmaceutical and agrochemical industries. The asymmetric reduction of pyridine compounds remains a long-standing challenge. With the addition of an easy-removal protecting group, benzyl, on the nitrogen, the pyridine ring was dearomatized. This strategy proved to help achieve direct reduction on pyridines under mild conditions to access cyclic peperidines. A neutral iridium MP2-SegPhos catalytic system was developed to hydrogenate various N-benzyl-2-arylpyridines with high enantioselectivities. Reduction of di-substituted pyridines and isoquinoline substrates were also fulfilled with good to excellent enantioselectivity. Mechanism studies have remained unclear despite the significant progress made in the reduction methodologies. The three double bonds (both C=C and C=N bonds) present in the pyridine ring adds additional complexities. Based on the NMR studies and isotopic experimental evidences an outer-sphere mechanism was proposed involving two tautormerizations and proton-hydride delivery. Crucial tetrahydropyridine complex and other key intermediates were identified and characterized.