Hydrogenation, Transfer Hydrogenation and Hydrogen Transfer Reactions Catalyzed by Iridium Complexes
The work described in this thesis is focused on the development of new bidentate iridium complexes and their applications in the asymmetric reduction of olefins, ketones and imines. Three new types of iridium complexes were synthesized, which included pyridine derived chiral N,P-iridium complexes, a...
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Stockholms universitet, Institutionen för organisk kemi
2015
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ndltd-UPSALLA1-oai-DiVA.org-su-1197012015-09-20T16:41:52ZHydrogenation, Transfer Hydrogenation and Hydrogen Transfer Reactions Catalyzed by Iridium ComplexesengQuan, XuStockholms universitet, Institutionen för organisk kemiStockholm : Department of Organic Chemistry, Stockholm University2015Iridium catalystcarbeneNP - ligandasymmetric hydrogenationtransfer hydrogenationhydrogen transfer reactionalkylationolefinketoneamideThe work described in this thesis is focused on the development of new bidentate iridium complexes and their applications in the asymmetric reduction of olefins, ketones and imines. Three new types of iridium complexes were synthesized, which included pyridine derived chiral N,P-iridium complexes, achiral NHC complexes and chiral NHC-phosphine complexes. A study of their catalytic applications demonstrated a high efficiency of the N,P-iridium complexes for asymmetric hydrogenation of olefins, with good enantioselectivity. The carbene complexes were found to be very efficient hydrogen transfer mediators capable of abstracting hydrogen from alcohols and subsequently transfer it to other unsaturated bonds. This hydrogen transferring property of the carbene complexes was used in the development of C–C and C–N bond formation reactions via the hydrogen borrowing process. The complexes displayed high catalytic reactivity using 0.5–1.0 mol% of the catalyst and mild reaction conditions. Finally chiral carbene complexes were found to be activated by hydrogen gas. Their corresponding iridium hydride species were able to reduce ketones and imines with high efficiency and enantioselectivity without any additives, base or acid. <p>At the time of the doctoral defense, the following papers were unpublished and had a status as follows: Paper 5: Submitted. Paper 6: Manuscript.</p><p> </p>Doctoral thesis, comprehensive summaryinfo:eu-repo/semantics/doctoralThesistexthttp://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-119701urn:isbn:978-91-7649-255-0application/pdfinfo:eu-repo/semantics/openAccess |
collection |
NDLTD |
language |
English |
format |
Doctoral Thesis |
sources |
NDLTD |
topic |
Iridium catalyst carbene N P - ligand asymmetric hydrogenation transfer hydrogenation hydrogen transfer reaction alkylation olefin ketone amide |
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Iridium catalyst carbene N P - ligand asymmetric hydrogenation transfer hydrogenation hydrogen transfer reaction alkylation olefin ketone amide Quan, Xu Hydrogenation, Transfer Hydrogenation and Hydrogen Transfer Reactions Catalyzed by Iridium Complexes |
description |
The work described in this thesis is focused on the development of new bidentate iridium complexes and their applications in the asymmetric reduction of olefins, ketones and imines. Three new types of iridium complexes were synthesized, which included pyridine derived chiral N,P-iridium complexes, achiral NHC complexes and chiral NHC-phosphine complexes. A study of their catalytic applications demonstrated a high efficiency of the N,P-iridium complexes for asymmetric hydrogenation of olefins, with good enantioselectivity. The carbene complexes were found to be very efficient hydrogen transfer mediators capable of abstracting hydrogen from alcohols and subsequently transfer it to other unsaturated bonds. This hydrogen transferring property of the carbene complexes was used in the development of C–C and C–N bond formation reactions via the hydrogen borrowing process. The complexes displayed high catalytic reactivity using 0.5–1.0 mol% of the catalyst and mild reaction conditions. Finally chiral carbene complexes were found to be activated by hydrogen gas. Their corresponding iridium hydride species were able to reduce ketones and imines with high efficiency and enantioselectivity without any additives, base or acid. === <p>At the time of the doctoral defense, the following papers were unpublished and had a status as follows: Paper 5: Submitted. Paper 6: Manuscript.</p><p> </p> |
author |
Quan, Xu |
author_facet |
Quan, Xu |
author_sort |
Quan, Xu |
title |
Hydrogenation, Transfer Hydrogenation and Hydrogen Transfer Reactions Catalyzed by Iridium Complexes |
title_short |
Hydrogenation, Transfer Hydrogenation and Hydrogen Transfer Reactions Catalyzed by Iridium Complexes |
title_full |
Hydrogenation, Transfer Hydrogenation and Hydrogen Transfer Reactions Catalyzed by Iridium Complexes |
title_fullStr |
Hydrogenation, Transfer Hydrogenation and Hydrogen Transfer Reactions Catalyzed by Iridium Complexes |
title_full_unstemmed |
Hydrogenation, Transfer Hydrogenation and Hydrogen Transfer Reactions Catalyzed by Iridium Complexes |
title_sort |
hydrogenation, transfer hydrogenation and hydrogen transfer reactions catalyzed by iridium complexes |
publisher |
Stockholms universitet, Institutionen för organisk kemi |
publishDate |
2015 |
url |
http://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-119701 http://nbn-resolving.de/urn:isbn:978-91-7649-255-0 |
work_keys_str_mv |
AT quanxu hydrogenationtransferhydrogenationandhydrogentransferreactionscatalyzedbyiridiumcomplexes |
_version_ |
1716819565848035328 |