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Photochemically Activated Thiol-Michael Reactions via a Photolatent N-Heterocyclic Carbene

dc.rights.licenseopen
hal.structure.identifierInstitut de Science des Matériaux de Mulhouse [IS2M]
dc.contributor.authorCHEMTOB, Abraham
hal.structure.identifierInstitut de Science des Matériaux de Mulhouse [IS2M]
dc.contributor.authorVU NGOC, Bao Tram
hal.structure.identifierInstitut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier [ICGM ICMMM]
dc.contributor.authorPINAUD, Julien
hal.structure.identifierInstitut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier [ICGM ICMMM]
dc.contributor.authorLACROIX-DESMAZES, Patrick
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 1 LCPO : Polymerization Catalyses & Engineering
dc.contributor.authorHÉROGUEZ, Valérie
dc.date.accessioned2020
dc.date.available2020
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/19544
dc.description.abstractEnWhile N-heterocyclic carbenes (NHCs) have proven highly effective in various polymerization reactions, the drawback is their high sensitivity towards air and water, which necessitates handling under rigorously anhydrous conditions. In this report, an air-stable two-component NHC photogenerator ─ 2-isopropylthioxanthone (ITX) as photosensitive species and 1,3-bis(mesityl)imidazolium tetraphenylborate (IMesH + BPh4-) acting as NHC protected precursor ─ has been utilized to organocatalyze thiol-Michael reaction for small molecule and polymer synthesis. The feasibility of photoNHC catalysis in addition reactions involving thiol and ene molecules was investigated using 1 H NMR spectroscopy. The synthesis of cross-linked polythioether polymer via a step-growth polymerization was then studied using FTIR spectroscopy, optical pyrometry and gel content measurements.
dc.language.isoen
dc.title.enPhotochemically Activated Thiol-Michael Reactions via a Photolatent N-Heterocyclic Carbene
dc.typeDocument de travail - Pré-publication
dc.identifier.doi10.26434/chemrxiv.9930014.v1
dc.subject.halChimie/Polymères
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
hal.identifierhal-03007229
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-03007229v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.au=CHEMTOB,%20Abraham&VU%20NGOC,%20Bao%20Tram&PINAUD,%20Julien&LACROIX-DESMAZES,%20Patrick&HE%CC%81ROGUEZ,%20Vale%CC%81rie&rft.genre=preprint


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