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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2007 - Issue 1
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Original Articles

Highly Regioselective Bromination of BINAP in [Hmim]PF6 Ionic Liquid

Mohammad Alamé Laboratoire de Génie des Procédés Catalytiques, Université de Lyon, Université Claude Bernard Lyon 1, Villeurbanne Cedex, France
,
Valérie Meille Laboratoire de Génie des Procédés Catalytiques, Université de Lyon, Université Claude Bernard Lyon 1, Villeurbanne Cedex, France
,
Claude De Bellefon Laboratoire de Génie des Procédés Catalytiques, Université de Lyon, Université Claude Bernard Lyon 1, Villeurbanne Cedex, France
,
Mohammad Jahjah ICBMS, Institut de chimie et Biochimie Moléculaire et Supramoléculaire, Université de Lyon, Université Claude Bernard Lyon 1, Villeurbanne Cedex, France
,
Stéphane Pellet‐Rostaing ICBMS, Institut de chimie et Biochimie Moléculaire et Supramoléculaire, Université de Lyon, Université Claude Bernard Lyon 1, Villeurbanne Cedex, France
,
M. Berthod ICBMS, Institut de chimie et Biochimie Moléculaire et Supramoléculaire, Université de Lyon, Université Claude Bernard Lyon 1, Villeurbanne Cedex, France
&
Marc Lemaire ICBMS, Institut de chimie et Biochimie Moléculaire et Supramoléculaire, Université de Lyon, Université Claude Bernard Lyon 1, Villeurbanne Cedex, FranceCorrespondence[email protected]
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Pages 141-147 | Received 19 Apr 2007, Published online: 25 Jan 2008
 
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Abstract

Bromination of (R)‐2,2′‐(diphenylphospnino)‐1,1′‐binaphthyl (BINAP) in [Hmim]PF6 ionic liquid was performed with N‐halosuccinimides at 110°C during 12 h, affording the 4,4′‐dibromoBINAP in high yield. The ionic liquid was recycled four times without modification of selectivity or efficiency.

Acknowledgments

Funding from the CNRS and the Ecole Supérieure de Chimie Physique Electronique de Lyon (ESCPE) is acknowledged. Many thanks also to Bilal Nehmeh for experimental work.

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