Mehanokemijska aktivacija veze C–H i halogeniranje potaknuto paladijem i usmjereno ligandom

Barišić, Dajana

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doctoral thesis

Mehanokemijska aktivacija veze C–H i halogeniranje potaknuto paladijem i usmjereno ligandom

Zagreb: University of Zagreb, Faculty of Science, 2022. urn:nbn:hr:217:550317

Barišić, Dajana

University of Zagreb
Faculty of Science
Department of Chemistry

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APA 6th Edition

Barišić, D. (2022). Mehanokemijska aktivacija veze C–H i halogeniranje potaknuto paladijem i usmjereno ligandom (Doctoral thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:550317

MLA 8th Edition

Barišić, Dajana. "Mehanokemijska aktivacija veze C–H i halogeniranje potaknuto paladijem i usmjereno ligandom." Doctoral thesis, University of Zagreb, Faculty of Science, 2022. https://urn.nsk.hr/urn:nbn:hr:217:550317

Chicago 17th Edition

Harvard

Barišić, D. (2022). 'Mehanokemijska aktivacija veze C–H i halogeniranje potaknuto paladijem i usmjereno ligandom', Doctoral thesis, University of Zagreb, Faculty of Science, accessed 13 May 2024, https://urn.nsk.hr/urn:nbn:hr:217:550317

Vancouver

Barišić D. Mehanokemijska aktivacija veze C–H i halogeniranje potaknuto paladijem i usmjereno ligandom [Doctoral thesis]. Zagreb: University of Zagreb, Faculty of Science; 2022 [cited 2024 May 13] Available at: https://urn.nsk.hr/urn:nbn:hr:217:550317

IEEE

D. Barišić, "Mehanokemijska aktivacija veze C–H i halogeniranje potaknuto paladijem i usmjereno ligandom", Doctoral thesis, University of Zagreb, Faculty of Science, Zagreb, 2022. Available at: https://urn.nsk.hr/urn:nbn:hr:217:550317

Cite this item: https://urn.nsk.hr/urn:nbn:hr:217:550317

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Metadata

Title	Mehanokemijska aktivacija veze C–H i halogeniranje potaknuto paladijem i usmjereno ligandom
Title (english)	Palladium-mediated ligand-directed C–H bond activation and halogenation by mechanochemistry
Author	Dajana Barišić
Mentor	Manda Ćurić (mentor)
Committee member	Josip Požar (predsjednik povjerenstva)
Committee member	Predrag Novak (član povjerenstva)
Committee member	Davor Margetić (član povjerenstva)
Granter	University of Zagreb Faculty of Science (Department of Chemistry) Zagreb
Defense date and country	2022-04-27, Croatia
Scientific / art field, discipline and subdiscipline	NATURAL SCIENCES Chemistry
Universal decimal classification (UDC)	54 - Chemistry. Crystallography. Mineralogy
Abstract	Izravno i selektivno uvođenje funkcionalnih skupina postignuto zamjenom inertnih veza C–H jedan je od sintetskih koraka u pripremi brojnih organskih spojeva. Ove kemijske transformacije još uvijek se pretežno oslanjaju na protokole koji uključuju upotrebu otapala, koji su često dugotrajni, zahtijevaju topljive reaktante i korištenje otrovnih otapala. U ovom su radu, kao njihova ekološki prihvatljivija alternativa, razvijeni protokoli u čvrstom stanju za aktivaciju veze C–H i halogeniranje usmjereno ligandom i katalizirano paladijevim(II) spojevima. Za ove transformacije odabrani su supstrati s donorskom skupinom koja se veže na metalni centar i dovodi ga u blizinu specifične veze C–H. Aktivacijom veze C–H nastaje reaktivna veza C–Pd koja se nakon reakcije s N-halogensukcinimidom transformira u željenu vezu C–X. Praćenjem reakcija in situ i/ili ex situ metodama te izolacijom i karakterizacijom produkata i međuprodukata pružen je uvid u mehanizam aktivacije i halogeniranja veze C–H u čvrstom stanju i otkriven snažan učinak krutih i tekućih aditiva na prirodu i reaktivnost katalitički aktivnih vrsta Pd(II) i međuprodukata.
Abstract (english)	Direct and selective introduction of functional groups achieved by replacement of inert C–H bonds is one of the synthetic steps in the preparation of many organic compounds. These processes still rely heavily on solvent-based protocols, which are often time-consuming and require reactants solubility, and use toxic solvents. In this work, solid-state protocols for palladium-mediated ligand-directed C–H bond activation and halogenation were developed as a more environmentally friendly alternative. Substrates with donor group that binds to the metal center, positioning it near the specific C–H bond, were selected for these transformations. A reactive C–Pd bond formed during C–H bond activation transforms into the desired C–X bond upon reaction with N-halosuccinimide. Monitoring of the reactions by in situ and/or ex situ methods, as well as isolation and characterization of the products and intermediates, provided insight into the mechanism of C–H bond activation and halogenation in the solid-state and revealed a strong effect of the solid and liquid additives on the nature and reactivity of the catalytically active Pd(II) species and intermediates.
Keywords
Keywords (english)
Language	croatian
URN:NBN	urn:nbn:hr:217:550317
Promotion	2022
Project	Number: IP-2019-04-9951 Title: Mehanokemijska aktivacija i funkcionalizacija veze C–H potaknuta paladijem i usmjerena ligandom Title: Palladium-Mediated Ligand-Directed C–H bond Activation and Functionalization by Mechanochemistry Acronym: MECHEMFUN Leader: Manda Ćurić Jurisdiction: Croatia Funder: HRZZ Funding stream: IP
Study programme	Title: Doctoral study in chemistry Study programme type: university Study level: postgraduate Academic / professional title: doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija (doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija)
Type of resource	Text
Extent	271 str. ; 30 cm
File origin	Born digital
Access conditions	Open access Embargo expiration date: 2024-04-27
Terms of use
Repository	Repository of the Faculty of Science
Created on	2022-05-04 11:03:00

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