Late-Stage Peptide Functionalization by Transition Metal-free and Palladium-Catalyzed C–H Arylations

Bauer, Michaela

dc.contributor.advisor	Ackermann, Lutz Prof. Dr.
dc.contributor.author	Bauer, Michaela
dc.date.accessioned	2022-03-31T14:18:10Z
dc.date.available	2022-04-07T00:50:24Z
dc.date.issued	2022-03-31
dc.identifier.uri	http://resolver.sub.uni-goettingen.de/purl?ediss-11858/13958
dc.identifier.uri	http://dx.doi.org/10.53846/goediss-9157
dc.language.iso	deu	de
dc.rights.uri	http://creativecommons.org/licenses/by/4.0/
dc.subject.ddc	540	de
dc.title	Late-Stage Peptide Functionalization by Transition Metal-free and Palladium-Catalyzed C–H Arylations	de
dc.type	doctoralThesis	de
dc.contributor.referee	Ackermann, Lutz Prof. Dr.
dc.date.examination	2022-03-08	de
dc.description.abstracteng	The focus of this thesis was set on the late-stage modification of peptides through transition metal-free and palladium-catalyzed C–H arylations. At first, the scope of the transition metal-free C2-arylation of the indolylacetamid moiety incorporated into peptides as a tag at the N-terminus with diaryliodonium tosylates was explored. Thereafter, the direct C–H arylation of tryptophan-containing peptides with diaryliodonium tosylates under palladium catalysis was accomplished. Finally, the palladium-catalyzed arylation of primary and secondary C(sp3)–H bonds of amino acids and peptides with aryl iodides using triazole assistance was investigated. The developed procedures had a broad scope with excellent functional group tolerance enabling peptide ligation and labeling with fluorophores.	de
dc.contributor.coReferee	Stalke, Dietmar Prof. Dr.
dc.contributor.thirdReferee	Alcarazo, Manuel Prof. Dr.
dc.contributor.thirdReferee	Schneider, Sven Prof. Dr.
dc.contributor.thirdReferee	Walker, Johannes C. L. Prof. Dr.
dc.contributor.thirdReferee	John, Michael Dr.
dc.subject.eng	C-H Activation	de
dc.subject.eng	metal-free	de
dc.subject.eng	Palladium	de
dc.subject.eng	tryptophan	de
dc.subject.eng	late-stage functionalization	de
dc.subject.eng	triazole directing group	de
dc.subject.eng	indole	de
dc.identifier.urn	urn:nbn:de:gbv:7-ediss-13958-8
dc.affiliation.institute	Fakultät für Chemie	de
dc.subject.gokfull	Chemie (PPN62138352X)	de
dc.description.embargoed	2022-04-07	de
dc.identifier.ppn	1799351432

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Fakultät für Chemie (inkl. GAUSS) [702]

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