Mechanistic investigation of CO2 hydroformylation methods

Tämän pro gradu – tutkielman kirjallisessa osassa on käsitelty perinteinen hydroformylaatioreaktio, jossa käytetään hiilimonoksidia reagenssina. Tämä sisältää useiden eri tutkimusryhmien tekemiä reaktioita. Esimerkit reaktioista ovat jaoteltu muun muassa eri lähtöaineiden, sekä erilaisten katalyytti...

Full description

Bibliographic Details
Main Author: Minchenkova, Olga
Other Authors: Matemaattis-luonnontieteellinen tiedekunta, Faculty of Sciences, Kemian laitos, Department of Chemistry, Jyväskylän yliopisto, University of Jyväskylä
Format: Master's thesis
Language:eng
Published: 2021
Subjects:
Online Access: https://jyx.jyu.fi/handle/123456789/74905
_version_ 1826225767507296256
author Minchenkova, Olga
author2 Matemaattis-luonnontieteellinen tiedekunta Faculty of Sciences Kemian laitos Department of Chemistry Jyväskylän yliopisto University of Jyväskylä
author_facet Minchenkova, Olga Matemaattis-luonnontieteellinen tiedekunta Faculty of Sciences Kemian laitos Department of Chemistry Jyväskylän yliopisto University of Jyväskylä Minchenkova, Olga Matemaattis-luonnontieteellinen tiedekunta Faculty of Sciences Kemian laitos Department of Chemistry Jyväskylän yliopisto University of Jyväskylä
author_sort Minchenkova, Olga
datasource_str_mv jyx
description Tämän pro gradu – tutkielman kirjallisessa osassa on käsitelty perinteinen hydroformylaatioreaktio, jossa käytetään hiilimonoksidia reagenssina. Tämä sisältää useiden eri tutkimusryhmien tekemiä reaktioita. Esimerkit reaktioista ovat jaoteltu muun muassa eri lähtöaineiden, sekä erilaisten katalyyttikompleksien mukaan. Katalyyttikompleksien käyttäytymistä reaktiossa on kuvattu reaktiomekanismien avulla. Kirjallisuuskatsauksen tärkeimmässä osassa on käsitelty lukuisia esimerkkejä tähän asti tehdyistä hiilidioksidia käyttävistä hydroformylointireaktioista. Tämäkin osuus sisältää kuvauksen useimmiten käytetyistä katalyyttikomplekseista, ja niiden käyttäytymisen reaktiomekanismeista. Ioninesteitä ja niiden ominaisuuksia on kuvattu, sillä niitä on onnistuneesti käytetty liuottimina hydroformylointireaktiossa. Käänteistä vesi-kaasu siirtoreaktiota on myös käsitelty tarkasti, sillä se muuntaa hiilimonoksidin hiilidioksidiksi, joka toimii lähtoaineena hydroformylointireaktiossa. Tutkielman kokeellisen osan tavoitteena oli alun perin selvittää tarkemmin hiilidioksidia käyttävän hydroformylointireaktion mekanismia, tutkimalla kineettistä isotooppiefektiä (KIE) leimauskokeiden avulla. Tämän mahdollistamiseksi oli syntetisoitu leimatut lähtöaineet, 1-deuterium-syklohekseeni sekä 1,2,3,3-tetradeuterium-syklohekseeni, joiden saannot ja leimautumisprosentit saatiin melko suuriksi. Projektille annetun hyvin lyhyen ajan vuoksi näitä lähtöaineita ei kuitenkaan ehditty käyttämään hydroformylointireaktion mekanismin tutkimiseen. The theoretical part of the thesis describes the conventional hydroformylation reaction, which uses carbon monoxide, with many important reaction examples performed by several investigation groups. Reaction examples are divided by substances, and different homogeneous catalytic complexes, also different reaction mechanisms depending on used catalytic complex, are described. As a very important part, also several examples of hydroformylation reaction that uses carbon dioxide are described, together with mostly used homogeneous catalytic complexes, and reaction mechanisms. This contains reverse-water gas shift reaction, which converts carbon monoxide to carbon dioxide, and ionic liquids, which are successfully used as solvents in hydroformylation reaction. The experimental part aimed to investigate the mechanism of the carbon dioxide-based hydroformylation reaction through investigating the kinetic isotope effect (KIE). Based on that, deuterated substrates were synthesized with good yields and deuteration levels, 1-deuterio-cyclohexene and 1,2,3,3-tetradeuterio-cyclohexene. Unfortunately, the deuterated substrates could not be used in the KIE-experiments, due to the lack of time for this project.
first_indexed 2021-03-31T20:02:37Z
format Pro gradu
free_online_boolean 1
fullrecord [{"key": "dc.contributor.author", "value": "Minchenkova, Olga", "language": "", "element": "contributor", "qualifier": "author", "schema": "dc"}, {"key": "dc.date.accessioned", "value": "2021-03-31T06:10:06Z", "language": null, "element": "date", "qualifier": "accessioned", "schema": "dc"}, {"key": "dc.date.available", "value": "2021-03-31T06:10:06Z", "language": null, "element": "date", "qualifier": "available", "schema": "dc"}, {"key": "dc.date.issued", "value": "2021", "language": "", "element": "date", "qualifier": "issued", "schema": "dc"}, {"key": "dc.identifier.uri", "value": "https://jyx.jyu.fi/handle/123456789/74905", "language": null, "element": "identifier", "qualifier": "uri", "schema": "dc"}, {"key": "dc.description.abstract", "value": "T\u00e4m\u00e4n pro gradu \u2013 tutkielman kirjallisessa osassa on k\u00e4sitelty perinteinen hydroformylaatioreaktio, jossa k\u00e4ytet\u00e4\u00e4n hiilimonoksidia reagenssina. T\u00e4m\u00e4 sis\u00e4lt\u00e4\u00e4 useiden eri tutkimusryhmien tekemi\u00e4 reaktioita. Esimerkit reaktioista ovat jaoteltu muun muassa eri l\u00e4ht\u00f6aineiden, sek\u00e4 erilaisten katalyyttikompleksien mukaan. Katalyyttikompleksien k\u00e4ytt\u00e4ytymist\u00e4 reaktiossa on kuvattu reaktiomekanismien avulla. Kirjallisuuskatsauksen t\u00e4rkeimm\u00e4ss\u00e4 osassa on k\u00e4sitelty lukuisia esimerkkej\u00e4 t\u00e4h\u00e4n asti tehdyist\u00e4 hiilidioksidia k\u00e4ytt\u00e4vist\u00e4 hydroformylointireaktioista. T\u00e4m\u00e4kin osuus sis\u00e4lt\u00e4\u00e4 kuvauksen useimmiten k\u00e4ytetyist\u00e4 katalyyttikomplekseista, ja niiden k\u00e4ytt\u00e4ytymisen reaktiomekanismeista. Ioninesteit\u00e4 ja niiden ominaisuuksia on kuvattu, sill\u00e4 niit\u00e4 on onnistuneesti k\u00e4ytetty liuottimina hydroformylointireaktiossa. K\u00e4\u00e4nteist\u00e4 vesi-kaasu siirtoreaktiota on my\u00f6s k\u00e4sitelty tarkasti, sill\u00e4 se muuntaa hiilimonoksidin hiilidioksidiksi, joka toimii l\u00e4htoaineena hydroformylointireaktiossa. \nTutkielman kokeellisen osan tavoitteena oli alun perin selvitt\u00e4\u00e4 tarkemmin hiilidioksidia k\u00e4ytt\u00e4v\u00e4n hydroformylointireaktion mekanismia, tutkimalla kineettist\u00e4 isotooppiefekti\u00e4 (KIE) leimauskokeiden avulla. T\u00e4m\u00e4n mahdollistamiseksi oli syntetisoitu leimatut l\u00e4ht\u00f6aineet, 1-deuterium-syklohekseeni sek\u00e4 1,2,3,3-tetradeuterium-syklohekseeni, joiden saannot ja leimautumisprosentit saatiin melko suuriksi. Projektille annetun hyvin lyhyen ajan vuoksi n\u00e4it\u00e4 l\u00e4ht\u00f6aineita ei kuitenkaan ehditty k\u00e4ytt\u00e4m\u00e4\u00e4n hydroformylointireaktion mekanismin tutkimiseen.", "language": "fi", "element": "description", "qualifier": "abstract", "schema": "dc"}, {"key": "dc.description.abstract", "value": "The theoretical part of the thesis describes the conventional hydroformylation reaction, which uses carbon monoxide, with many important reaction examples performed by several investigation groups. Reaction examples are divided by substances, and different homogeneous catalytic complexes, also different reaction mechanisms depending on used catalytic complex, are described. As a very important part, also several examples of hydroformylation reaction that uses carbon dioxide are described, together with mostly used homogeneous catalytic complexes, and reaction mechanisms. This contains reverse-water gas shift reaction, which converts carbon monoxide to carbon dioxide, and ionic liquids, which are successfully used as solvents in hydroformylation reaction. \nThe experimental part aimed to investigate the mechanism of the carbon dioxide-based hydroformylation reaction through investigating the kinetic isotope effect (KIE). Based on that, deuterated substrates were synthesized with good yields and deuteration levels, 1-deuterio-cyclohexene and 1,2,3,3-tetradeuterio-cyclohexene. Unfortunately, the deuterated substrates could not be used in the KIE-experiments, due to the lack of time for this project.", "language": "en", "element": "description", "qualifier": "abstract", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Submitted by Miia Hakanen (mihakane@jyu.fi) on 2021-03-31T06:10:06Z\nNo. of bitstreams: 0", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Made available in DSpace on 2021-03-31T06:10:06Z (GMT). No. of bitstreams: 0\n Previous issue date: 2021", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.format.extent", "value": "99", "language": "", "element": "format", "qualifier": "extent", "schema": "dc"}, {"key": "dc.format.mimetype", "value": "application/pdf", "language": null, "element": "format", "qualifier": "mimetype", "schema": "dc"}, {"key": "dc.language.iso", "value": "eng", "language": null, "element": "language", "qualifier": "iso", "schema": "dc"}, {"key": "dc.rights", "value": "In Copyright", "language": "en", "element": "rights", "qualifier": null, "schema": "dc"}, {"key": "dc.subject.other", "value": "hydroformylation", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.subject.other", "value": "carbon capture and utilization", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.subject.other", "value": "kinetic isotope effect", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.title", "value": "Mechanistic investigation of CO2 hydroformylation methods", "language": "", "element": "title", "qualifier": null, "schema": "dc"}, {"key": "dc.type", "value": "master thesis", "language": null, "element": "type", "qualifier": null, "schema": "dc"}, {"key": "dc.identifier.urn", "value": "URN:NBN:fi:jyu-202103312237", "language": "", "element": "identifier", "qualifier": "urn", "schema": "dc"}, {"key": "dc.type.ontasot", "value": "Pro gradu -tutkielma", "language": "fi", "element": "type", "qualifier": "ontasot", "schema": "dc"}, {"key": "dc.type.ontasot", "value": "Master\u2019s thesis", "language": "en", "element": "type", "qualifier": "ontasot", "schema": "dc"}, {"key": "dc.contributor.faculty", "value": "Matemaattis-luonnontieteellinen tiedekunta", "language": "fi", "element": "contributor", "qualifier": "faculty", "schema": "dc"}, {"key": "dc.contributor.faculty", "value": "Faculty of Sciences", "language": "en", "element": "contributor", "qualifier": "faculty", "schema": "dc"}, {"key": "dc.contributor.department", "value": "Kemian laitos", "language": "fi", "element": "contributor", "qualifier": "department", "schema": "dc"}, {"key": "dc.contributor.department", "value": "Department of Chemistry", "language": "en", "element": "contributor", "qualifier": "department", "schema": "dc"}, {"key": "dc.contributor.organization", "value": "Jyv\u00e4skyl\u00e4n yliopisto", "language": "fi", "element": "contributor", "qualifier": "organization", "schema": "dc"}, {"key": "dc.contributor.organization", "value": "University of Jyv\u00e4skyl\u00e4", "language": "en", "element": "contributor", "qualifier": "organization", "schema": "dc"}, {"key": "dc.subject.discipline", "value": "Orgaaninen kemia", "language": "fi", "element": "subject", "qualifier": "discipline", "schema": "dc"}, {"key": "dc.subject.discipline", "value": "Organic Chemistry", "language": "en", "element": "subject", "qualifier": "discipline", "schema": "dc"}, {"key": "yvv.contractresearch.collaborator", "value": "business", "language": "", "element": "contractresearch", "qualifier": "collaborator", "schema": "yvv"}, {"key": "yvv.contractresearch.funding", "value": "0", "language": "", "element": "contractresearch", "qualifier": "funding", "schema": "yvv"}, {"key": "yvv.contractresearch.initiative", "value": "business", "language": "", "element": "contractresearch", "qualifier": "initiative", "schema": "yvv"}, {"key": "dc.type.coar", "value": "http://purl.org/coar/resource_type/c_bdcc", "language": null, "element": "type", "qualifier": "coar", "schema": "dc"}, {"key": "dc.rights.accesslevel", "value": "openAccess", "language": null, "element": "rights", "qualifier": "accesslevel", "schema": "dc"}, {"key": "dc.type.publication", "value": "masterThesis", "language": null, "element": "type", "qualifier": "publication", "schema": "dc"}, {"key": "dc.subject.oppiainekoodi", "value": "4035", "language": "", "element": "subject", "qualifier": "oppiainekoodi", "schema": "dc"}, {"key": "dc.subject.yso", "value": "hiilidioksidi", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "reaktiot", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "ligandit", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "katalyysi", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "aldehydit", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "hiilimonoksidi", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "ilmastonmuutokset", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "katalyytit", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "hy\u00f6dyllisyys", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "kemia", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "carbon dioxide", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "reactions", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "ligands", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "catalysis", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "aldehydes", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "carbon monoxide", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "climate changes", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "catalysts", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "usefulness", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "chemistry", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.format.content", "value": "fulltext", "language": null, "element": "format", "qualifier": "content", "schema": "dc"}, {"key": "dc.rights.url", "value": "https://rightsstatements.org/page/InC/1.0/", "language": null, "element": "rights", "qualifier": "url", "schema": "dc"}, {"key": "dc.type.okm", "value": "G2", "language": null, "element": "type", "qualifier": "okm", "schema": "dc"}]
id jyx.123456789_74905
language eng
last_indexed 2025-02-18T10:55:25Z
main_date 2021-01-01T00:00:00Z
main_date_str 2021
online_boolean 1
online_urls_str_mv {"url":"https:\/\/jyx.jyu.fi\/bitstreams\/c8def227-74b4-4fe4-be57-36cdef63102d\/download","text":"URN:NBN:fi:jyu-202103312237.pdf","source":"jyx","mediaType":"application\/pdf"}
publishDate 2021
record_format qdc
source_str_mv jyx
spellingShingle Minchenkova, Olga Mechanistic investigation of CO2 hydroformylation methods hydroformylation carbon capture and utilization kinetic isotope effect Orgaaninen kemia Organic Chemistry 4035 hiilidioksidi reaktiot ligandit katalyysi aldehydit hiilimonoksidi ilmastonmuutokset katalyytit hyödyllisyys kemia carbon dioxide reactions ligands catalysis aldehydes carbon monoxide climate changes catalysts usefulness chemistry
title Mechanistic investigation of CO2 hydroformylation methods
title_full Mechanistic investigation of CO2 hydroformylation methods
title_fullStr Mechanistic investigation of CO2 hydroformylation methods Mechanistic investigation of CO2 hydroformylation methods
title_full_unstemmed Mechanistic investigation of CO2 hydroformylation methods Mechanistic investigation of CO2 hydroformylation methods
title_short Mechanistic investigation of CO2 hydroformylation methods
title_sort mechanistic investigation of co2 hydroformylation methods
title_txtP Mechanistic investigation of CO2 hydroformylation methods
topic hydroformylation carbon capture and utilization kinetic isotope effect Orgaaninen kemia Organic Chemistry 4035 hiilidioksidi reaktiot ligandit katalyysi aldehydit hiilimonoksidi ilmastonmuutokset katalyytit hyödyllisyys kemia carbon dioxide reactions ligands catalysis aldehydes carbon monoxide climate changes catalysts usefulness chemistry
topic_facet 4035 Orgaaninen kemia Organic Chemistry aldehydes aldehydit carbon capture and utilization carbon dioxide carbon monoxide catalysis catalysts chemistry climate changes hiilidioksidi hiilimonoksidi hydroformylation hyödyllisyys ilmastonmuutokset katalyysi katalyytit kemia kinetic isotope effect ligandit ligands reactions reaktiot usefulness
url https://jyx.jyu.fi/handle/123456789/74905 http://www.urn.fi/URN:NBN:fi:jyu-202103312237
work_keys_str_mv AT minchenkovaolga mechanisticinvestigationofco2hydroformylationmethods