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Séminaires & Conférences Chimie École Doctorale 459 Jeudi 20 Avril 2017, 13h45 Salle de Cours SC-16.01 – UM Faculté des Sciences (campus Triolet) Evolution of organic super electron donors Prof. John A. MURPHY Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, United Kingdom — e-mail: [email protected] My research group has been fortunate to develop a number of simple organic electron donors, structurally related to enols, enolates and enamines; in this way, we have built upon the excellent pioneering work of many people including Bunnett, [1] Rossi [2] and Narasaka. [3] Our starting point was to ask whether a neutral organic ground state molecule could reduce an aryl halide. The search for such a molecule led us to understand some of the factors that control the power and selectivity of organic electron donors, and their scope as reducing agents. Being coloured reagents, they readily absorb visible and near-UV light; this adds to their power as donors, and allows them to tackle even more challenging synthetic tasks. This presentation will give an overview of developments relating to these electron donors from our current perspective. References 1. R.G. Scamehorn, J.F. Bunnett, J. Org. Chem. 1977, 42, 1449–1457., 2. J.V. Guastavino, R.A. Rossi, J. Org. Chem. 2012, 77, 460–472., 3. K. Narasaka, Pure Appl. Chem. 1997, 69, 601–604. -1,5E-05 -1,0E-05 -5,0E-06 0,0E+00 5,0E-06 1,0E-05 -2,5 -2 -1,5 -1 -0,5 0 Current/ A Potential/ V Pyrrole Donor 4-DMAP Donor

Evolution of organic super electron donors · PDF file · 2017-04-17Evolution of organic super electron donors ... J.V. Guastavino, R.A. Rossi, J. Org. Chem. 2012, 77, 460–472.,

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Page 1: Evolution of organic super electron donors · PDF file · 2017-04-17Evolution of organic super electron donors ... J.V. Guastavino, R.A. Rossi, J. Org. Chem. 2012, 77, 460–472.,

Séminaires & Conférences Chimie École Doctorale 459 Jeudi 20 Avril 2017, 13h45 Salle de Cours SC-16.01 – UM Faculté des Sciences (campus Triolet)

Evolution of organic super electron donors

Prof. John A. MURPHY Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street,

Glasgow G1 1XL, United Kingdom — e-mail: [email protected]

My research group has been fortunate to develop a number of simple organic electron donors, structurally related to enols, enolates and enamines; in this way, we have built upon the excellent pioneering work of many people including Bunnett,[1] Rossi[2] and Narasaka.[3]

Our starting point was to ask whether a neutral organic ground state molecule could reduce an aryl halide. The search for such a molecule led us to understand some of the factors that control the power and selectivity of organic electron donors, and their scope as reducing agents.

Being coloured reagents, they readily absorb visible and near-UV light; this adds to their power as donors, and allows them to tackle even more challenging synthetic tasks. This presentation will give an overview of developments relating to these electron donors from our current perspective.

References 1. R.G. Scamehorn, J.F. Bunnett, J. Org. Chem. 1977, 42, 1449–1457., 2. J.V. Guastavino, R.A. Rossi, J. Org. Chem. 2012, 77, 460–472., 3. K. Narasaka, Pure Appl. Chem. 1997, 69, 601–604.

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5,0E-06

1,0E-05

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Cur

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/ A

Potential/ V

Pyrrole Donor

4-DMAP Donor