diplomsko delo
Špela Makuc (Author), Martin Gazvoda (Mentor)

Abstract

Cilj diplomske naloge je bilo raziskati reakcijo med stireni in 3-bromobenzaldehidom v prisotnosti nikljevega katalizatorja Ni(PPh3)2Cl2 pod reduktivnimi pogoji. Pri tem smo reakcije izvajali z različnimi stireni in ugotovili, da pod opisanimi pogoji potečeta dve reakciji in sicer spajanje ter redukcija. Na podlagi predhodnih raziskav in v sklopu našega raziskovalnega dela smo ugotovili, da reakcija najverjetneje poteče tako, da se in situ tvorjen nikljev hidrid najprej koordinira na stiren, tako nastali intermediat pa reagira z aril halidom – pri tem nastane nova vez ogljik-ogljik. Temu koraku sledi redukcija aldehida do hidroksilne skupine, na ta način nastane strukturno precej zapleten benzilni alkohol. S pomočjo NMR in IR spektroskopije ter HRMS analiz smo karakterizirali nastale produkte ter ugotovili, da nam je uspelo pripraviti 4 nove takšne produkte.

Keywords

hidroariliranje;nikelj;nikljeva kataliza;reakcija spajanja;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [Š. Makuc]
UDC: 547:66.095.257(043.2)
COBISS: 169075715 Link will open in a new window
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Downloads: 11
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Other data

Secondary language: English
Secondary title: Hydroarylation of styrenes with aromatic aldehydes using a nickel catalyst
Secondary abstract: The aim of this diploma thesis was to investigate the reaction between styrenes and 3-bromobenzaldehyde in the presence of the nickel catalyst Ni(PPh3)2Cl2 under reductive conditions. The reactions were carried out with different styrenes and it was found that under the conditions described two reactions proceed one after another, i.e. coupling and reduction. On the basis of previous studies and as part of the present research work, we have concluded that the reaction most likely proceeds by the in situ formation of a nickel hydride which first coordinates to a styrene and the resulting intermediate reacts with an aryl halide to form a new carbon-carbon bond. This step is followed by the reduction of the aldehyde to a hydroxy group, forming structurally complex benzyl alcohol. Using NMR and IR spectroscopy along with HRMS, we have characterized the resulting products and found that we have succeeded preparing 4 new such products.
Secondary keywords: hydroaryllation;nickel;catalyst;aldehyde;styrene;Stiren;Aldehidi;Katalizatorji;Univerzitetna in visokošolska dela;
Type (COBISS): Bachelor thesis/paper
Study programme: 1000373
Embargo end date (OpenAIRE): 1970-01-01
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, UNI Kemija
Pages: 37 str.
ID: 19904904