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dc.contributor.authorChong, Siew Huay
dc.contributor.authorYoung, David
dc.contributor.authorAndy Hor, T.
dc.date.accessioned2017-05-03T11:41:23Z
dc.date.available2017-05-03T11:41:23Z
dc.date.issued2006
dc.date.modified2009-08-21T06:34:52Z
dc.identifier.issn0022-328X
dc.identifier.doi10.1016/j.jorganchem.2005.08.055
dc.identifier.urihttp://hdl.handle.net/10072/14323
dc.description.abstractCombined use of elevated pressure in the liquid phase (15 kbar), a metal template and the sulfur nucleophilicity of [Pt2(孓)2(P-P)2] (P-P = diphosphine or 2 砭onophosphine) facilitates the one-pot synthesis of 3,8-dibenzo-1,6-dithiacyclodecane. Under r.t.p., nucleophilic addition of [Pt2(孓)2(P-P)2] [P-P = 2 砐Ph3; Ph2P(CH2)nPPh2, n = 2, 1,2-bis(diphenylphosphino)ethane (dppe), 3, 1,3-bis(diphenylphosphino)propane (dppp)] with a-a'-dichloro-o-xylene would terminate as a dithiolato bridged cation viz. [Pt2(孓CH2C6H4CH2S)(P-P)2]2+. Under high pressure (15 kbar) at r.t., these stoichiometric reactions progress via a "catalytic-like" pathway to yield 3,8-dibenzo-1,6-dithiacyclodecane (up to 35%), and a series of mechanistically relevant intermediates and byproducts. The dithiolated intermediates [Pt2(孓CH2C6H4CH2S)(P-P)2]2+ for PPh3 and dppp have been isolated as View the MathML source complexes and their crystal structure determined. The formation of 3,8-dibenzo-1,6-dithiacyclodecane demonstrates a convenient synthetic strategy over the multi-step synthesis of this macrocyclic dithioether.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.languageEnglish
dc.language.isoeng
dc.publisherElsevier
dc.publisher.placeSwitzerland
dc.publisher.urihttp://www.elsevier.com/locate/jorganchem
dc.relation.ispartofstudentpublicationN
dc.relation.ispartofpagefrom349
dc.relation.ispartofpageto355
dc.relation.ispartofissue3
dc.relation.ispartofjournalJournal of Organometallic Chemistry
dc.relation.ispartofvolume691
dc.rights.retentionY
dc.subject.fieldofresearchInorganic Chemistry
dc.subject.fieldofresearchOrganic Chemistry
dc.subject.fieldofresearchOther Chemical Sciences
dc.subject.fieldofresearchcode0302
dc.subject.fieldofresearchcode0305
dc.subject.fieldofresearchcode0399
dc.titleCombinative use of high-pressure, metal-templating and sulfur-nucleophilicity towards dithiacyclophane synthesis and its complex intermediates
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.rights.copyright© 2006 Elsevier. Please refer to the journal's website for access to the definitive, published version.
gro.date.issued2006
gro.hasfulltextNo Full Text
gro.griffith.authorYoung, David


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