Alkynes for electronic materials J Org Chem 1997 Chalifoux and - - PowerPoint PPT Presentation

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Alkynes for electronic materials J Org Chem 1997 Chalifoux and - - PowerPoint PPT Presentation

Feb 01, 2024 267 likes •356 views

Alkynes for electronic materials J Org Chem 1997 Chalifoux and Tykwinski Nature Chem 2010 Strained alkynes Yves Rubin (UCLA) J Org Chem 1997 Franois Diederich (Now at ETH Zrich) Science 1993, 259 , 1594 Classics in alkyne reactivity

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Alkynes for electronic materials

Chalifoux and Tykwinski Nature Chem 2010 J Org Chem 1997

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Strained alkynes

François Diederich (Now at ETH Zürich) Science 1993, 259, 1594 Yves Rubin (UCLA) J Org Chem 1997

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Classics in alkyne reactivity

Rolf Huisgen (Univ. Munich 1,3-dipolar cycloaddition (recall ozonolysis!) This is now an instrumental approach to molecular diversification en route to new molecules and new materials Referred to as “click chemistry” (Sharpless and Fokin, Scripps)

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Bio-orthogonal labelling of cells

Carolyn Bertozzi (currently at Stanford)

  • Proc. Nat. Acad. Sci USA

2007, 104, 16793-97

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Classics in alkyne reactivity

Robert Bergman (UC Berkeley) The Bergman cyclization: A homolytic cascade that breaks alkynes and leads to an aromatic

  • carbocycle. More later…

This reactivity has been used in the “enediyne” anti-cancer drugs

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Classics in alkyne reactivity

Gerhard Wegner (Max Planck Inst.) Topochemical polymerizations Strict geometric requirements in a crystal can promote a well-ordered polymer process through very high energy reactive intermediates.

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And on the border … benzyne

Stoemer and Kahlert, 1902 Wittig, 1942 Roberts, 1953 More later … Georg Wittig (1897-1987) John D. Roberts (Caltech)