dc.contributor.author | Chong, Siew Huay | |
dc.contributor.author | Young, David | |
dc.contributor.author | Andy Hor, T. | |
dc.date.accessioned | 2017-05-03T11:41:23Z | |
dc.date.available | 2017-05-03T11:41:23Z | |
dc.date.issued | 2006 | |
dc.date.modified | 2009-08-21T06:34:52Z | |
dc.identifier.issn | 0022-328X | |
dc.identifier.doi | 10.1016/j.jorganchem.2005.08.055 | |
dc.identifier.uri | http://hdl.handle.net/10072/14323 | |
dc.description.abstract | Combined 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.peerreviewed | Yes | |
dc.description.publicationstatus | Yes | |
dc.language | English | |
dc.language.iso | eng | |
dc.publisher | Elsevier | |
dc.publisher.place | Switzerland | |
dc.publisher.uri | http://www.elsevier.com/locate/jorganchem | |
dc.relation.ispartofstudentpublication | N | |
dc.relation.ispartofpagefrom | 349 | |
dc.relation.ispartofpageto | 355 | |
dc.relation.ispartofissue | 3 | |
dc.relation.ispartofjournal | Journal of Organometallic Chemistry | |
dc.relation.ispartofvolume | 691 | |
dc.rights.retention | Y | |
dc.subject.fieldofresearch | Inorganic Chemistry | |
dc.subject.fieldofresearch | Organic Chemistry | |
dc.subject.fieldofresearch | Other Chemical Sciences | |
dc.subject.fieldofresearchcode | 0302 | |
dc.subject.fieldofresearchcode | 0305 | |
dc.subject.fieldofresearchcode | 0399 | |
dc.title | Combinative use of high-pressure, metal-templating and sulfur-nucleophilicity towards dithiacyclophane synthesis and its complex intermediates | |
dc.type | Journal article | |
dc.type.description | C1 - Articles | |
dc.type.code | C - Journal Articles | |
gro.rights.copyright | © 2006 Elsevier. Please refer to the journal's website for access to the definitive, published version. | |
gro.date.issued | 2006 | |
gro.hasfulltext | No Full Text | |
gro.griffith.author | Young, David | |