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dc.contributor.authorPike, Sebastianen
dc.contributor.authorCrimmin, MRen
dc.contributor.authorChaplin, ABen
dc.date.accessioned2017-04-07T07:59:24Z
dc.date.available2017-04-07T07:59:24Z
dc.date.issued2017-04-04en
dc.identifier.issn1359-7345
dc.identifier.urihttps://www.repository.cam.ac.uk/handle/1810/263498
dc.description.abstractFluorobenzenes, in particular fluorobenzene (FB) and 1,2-difluorobenzene (1,2-DiFB), are increasingly becoming recognised as versatile solvents for conducting organometallic chemistry and transition-metal-based catalysis. The presence of fluorine substituents reduces the ability to donate π-electron density from the arene and consequently fluorobenzenes generally bind weakly to metal centres, allowing them to be used as essentially non-coordinating solvents or as readily displaced ligands. In this context, examples of well-defined complexes of fluorobenzenes are discussed, including trends in binding strength with increasing fluorination and different substitution patterns. Compared to more highly fluorinated benzenes, FB and 1,2-DiFB typically demonstrate greater chemical inertness, however, C–H and C–F bond activation reactions can be induced using appropriately reactive transition metal complexes. Such reactions are surveyed, including catalytic examples, not only to provide perspective for the use of FB and 1,2-DiFB as innocent solvent media, but also to highlight opportunities for their exploitation in contemporary organic synthesis.
dc.description.sponsorshipWe thank the Herchel Smith Fund (S. D. P.) and Royal Society (M. R. C., A. B. C.) for research fellowships. M. R. C. and A. B. C. also gratefully acknowledge the European Research Council for provision of Starting Grants (677367 and 637313) to support their current work on C–F and C–H bond activation, respectively.
dc.languageengen
dc.language.isoenen
dc.publisherRoyal Society of Chemistry
dc.titleOrganometallic chemistry using partially fluorinated benzenesen
dc.typeArticle
prism.endingPage3633
prism.issueIdentifier26en
prism.publicationDate2017en
prism.publicationNameChemical Communicationsen
prism.startingPage3615
prism.volume53en
dc.identifier.doi10.17863/CAM.8845
dcterms.dateAccepted2017-01-23en
rioxxterms.versionofrecord10.1039/c6cc09575een
rioxxterms.versionAMen
rioxxterms.licenseref.urihttp://www.rioxx.net/licenses/all-rights-reserveden
rioxxterms.licenseref.startdate2017-04-04en
dc.contributor.orcidPike, Sebastian [0000-0002-9791-5244]
dc.identifier.eissn1364-548X
rioxxterms.typeJournal Article/Reviewen
cam.issuedOnline2017-03-17en
rioxxterms.freetoread.startdate2018-03-17


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