Carbon-carbon bond formation via epititanation and aromatization of acetylenes

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Show simple item record Clayton, Callie J. Nguyen, Minh D. Gitua, John N. 2007-05-31T15:21:21Z 2007-05-31T15:21:21Z 2007-05-31T15:21:21Z
dc.description.abstract The dibutyltitanium(IV) diisopropoxide, Bu2Ti(OPri)2, reacts with acetylenes, RCºCR (1), where R = Ph, Pr, to undergo in high yield epimetalation with Ti(OPri)2 by transfer. Our on-going research has demonstrated the transformation of such three-membered titanacycles (2) into 1,2,4,5-tetrasubstituted benzene derivatives (4) in good yields upon reaction of (2) with monomeric acetylenes, R¢CºCH (3), R¢=Ph, Me3Si at room temperature over 2h. A 1:2 molar mixture of PhCºCPh and PhCºCH provided 90% of pure 1,2,4,5-tetraphenylbenzene. The formation of such aromatic products is made possible via the insertion of the monomeric terminal acetylenes to one of the carbon – titanium bonds of (2) and the subsequent Diels-Alder type addition of the second equivalent of the terminal acetylene to the resulting five-membered titanacycles leading to the elimination of Ti(OPri)2. en
dc.format.extent 2162726 bytes
dc.format.mimetype application/pdf
dc.language.iso en_US
dc.relation.ispartofseries DUCURS 2006;6
dc.subject Acetylenes en
dc.subject Carbon en
dc.subject Chemical bonds en
dc.subject Acetylene compounds en
dc.subject Carbon compounds en
dc.title Carbon-carbon bond formation via epititanation and aromatization of acetylenes en
dc.type Presentation en

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  • DUCURS [193]
    Poster sessions and presentation from the Drake University Conference on Undergraduate Research in the Sciences held each April at Olmsted Center on the Drake campus.

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