Show simple item record

dc.contributor.authorGurry, Michael
dc.contributor.authorAldabbagh, Fawaz
dc.date.accessioned2016-04-27T10:21:14Z
dc.date.issued2016-04-01
dc.identifier.citationMichael Gurry, Fawaz Aldabbagh (2016) 'A new era for homolytic aromatic substitution: replacing Bu3SnH with efficient light-induced chain reactions'. Organic And Biomolecular Chemistry, 14 (16):3849-3862.en_IE
dc.identifier.issn1477-0539
dc.identifier.urihttp://hdl.handle.net/10379/5720
dc.description.abstractHerein is a pertinent review of recent photochemical homolytic aromatic substitution (HAS) literature. Issues with using the reductant Bu3SnH in an oxidative process where the net loss of a hydrogen atom occurs is discussed. Nowadays more efficient light-induced chain reactions are used resulting in HAS becoming a synthetic mechanism of choice rivaling organometallic, transition-metal and electrophilic aromatic substitution protocols. The review includes aromatic substitution as part of a tandem or cascade reaction, Pschorr reaction, as well as HAS facilitated by ipso-substitution, and Smiles rearrangement. Recently visible-light photoredox catalysis, which is carried out at room temperature has become one of the most important means of aromatic substitution. The main photoredox catalysts used are polypyridine complexes of Ru(II) and Ir(III), although eosin Y is an alternative allowing metal-free HAS. Other radical initiator-free aromatic substitutions have used 9-mesityl-10-methylacridinium ion and N,N-bis(2,6-diisopropylphenyl)perylene-3,4,9,10-bis(dicarboximide) as the photoredox catalyst, UV-light, photoinduced electron-transfer, zwitterionic semiquinone radical anions, and Barton ester intermediates.en_IE
dc.description.sponsorshipCollege of Science, National University of Ireland Galwayen_IE
dc.formatapplication/pdfen_IE
dc.language.isoenen_IE
dc.publisherRoyal Society of Chemistryen_IE
dc.relation.ispartofOrganic And Biomolecular Chemistryen
dc.subjectHomolytic aromatic substitutionen_IE
dc.subjectBu3SnHen_IE
dc.subjectChain reactionsen_IE
dc.subjectLight-induceden_IE
dc.subjectChemistryen_IE
dc.titleA new era for homolytic aromatic substitution: replacing Bu3SnH with efficient light-induced chain reactionsen_IE
dc.typeArticleen_IE
dc.date.updated2016-04-27T09:14:51Z
dc.identifier.doi10.1039/C6OB00370B
dc.local.publishedsourcehttp://pubs.rsc.org/en/Content/ArticleLanding/2016/OB/C6OB00370B#!divAbstracten_IE
dc.description.peer-reviewedpeer-reviewed
dc.contributor.funder|~|
dc.description.embargo2017-04-01
dc.internal.rssid10906026
dc.local.contactFawaz Aldabbagh, Dept. Of Chemistry, Room 111, Arts/Science Building, Nui Galway. 3120 Email: fawaz.aldabbagh@nuigalway.ie
dc.local.copyrightcheckedNo
dc.local.versionACCEPTED
nui.item.downloads381


Files in this item

Attribution-NonCommercial-NoDerivs 3.0 Ireland
This item is available under the Attribution-NonCommercial-NoDerivs 3.0 Ireland. No item may be reproduced for commercial purposes. Please refer to the publisher's URL where this is made available, or to notes contained in the item itself. Other terms may apply.

The following license files are associated with this item:

Thumbnail

This item appears in the following Collection(s)

Show simple item record