A Modular Approach to Atropisomeric Bisphosphines of Diversified Electronic Density on Phosphorus Atoms

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dc.contributor.authorDemchuk, Oleg M.
dc.contributor.authorMartyna, Aleksandra
dc.contributor.authorKwaśnik, Mateusz
dc.contributor.authorSzwaczko, Katarzyna
dc.contributor.authorStrzelecka, Dorota
dc.contributor.authorMirosław, Barbara
dc.contributor.authorPietrusiewicz, Kazimierz Michał
dc.contributor.authorUrbanczyk-Lipkowska, Zofia
dc.contributor.editorDobrzańska, Liliana
dc.contributor.organizationInstitute of Biological Sciences, Faculty of Science and Health, The John Paul II Catholic University of Lublinen
dc.contributor.organizationFaculty of Chemistry, Maria Curie-Sklodowska University in Lublinen
dc.contributor.organizationInstitute of Organic Chemistry, Polish Academy of Sciencesen
dc.date.accessioned2022-10-17T12:01:33Z
dc.date.available2022-10-17T12:01:33Z
dc.date.issued2022
dc.description.abstractThe series of C2-symmetric biaryl core-based non-racemic bisphosphines possessing substituents of different electronic properties: both EDG and EWG were obtained in a short sequence of good yielding transformations, started from commercial 1,3-dimethyl-2-nitrobenzene. Several different approaches leading to the desirable ligands were practically evaluated. Notably, the synthesis of the entire series of ligands could be performed with the utilization of a single early-stage precursor DIDAB (6,6′-diiodo-2,2′,4,4′-tetramethylbiphenyl-3,3′-diamine), which could be easily obtained in enantiomerically pure form. The obtained compounds at concentrations of 50 and 200 µM showed various biological activity against normal human dermal fibroblast, ranging from inactivity through time-dependent action and ending up with high toxicity.en
dc.description.sponsorshipNational Science Centre, grant number UMO-2019/33/B/NZ7/01608
dc.identifier.citationDemchuk, O.M.; Martyna, A.; Kwa ́snik, M.; Szwaczko, K.; Strzelecka, D.; Mirosław, B.; Pietrusiewicz, K.M.; Urbanczyk-Lipkowska, Z. A Modular Approach to Atropisomeric Bisphosphines of Diversified Electronic Density on Phosphorus Atoms. Molecules 2022, 27, 5504. https://doi.org/10.3390/molecules27175504en
dc.identifier.doi10.3390/molecules27175504
dc.identifier.issn1420-3049
dc.identifier.urihttps://open.icm.edu.pl/handle/123456789/21676
dc.language.isoen
dc.publisherMDPIen
dc.rightsUznanie autorstwa 4.0 Międzynarodowe*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectaxially chiral biarylsen
dc.subjectatropisomersen
dc.subjectchiral bisphosphinesen
dc.subjectC2-symmetryen
dc.subjectCP-bond formationen
dc.subjectenantiomer separationen
dc.subjectBIMOPen
dc.subjectMeO-BIPHEPen
dc.subjectBIPHEMPen
dc.subjectTetraPheMPen
dc.subjectBIMAPen
dc.subjectBIClPen
dc.titleA Modular Approach to Atropisomeric Bisphosphines of Diversified Electronic Density on Phosphorus Atomsen
dc.typearticleen
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