2,2′-Disubstituted F12binaphthyl derivatives: stannanes, boranes, and (R)-F12BINOL

Darryl J. Morrison; Susanne D. Riegel; Warren E. Piers; Masood Parvez; Robert McDonald

doi:10.1039/B605716K

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2,2′-Disubstituted F₁₂binaphthyl derivatives: stannanes, boranes, and (R)-F₁₂BINOL†

Darryl J. Morrison,^a Susanne D. Riegel,^a Warren E. Piers,*^a Masood Parvez^a and Robert McDonald^b

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* Corresponding authors

^a Department of Chemistry, University of Calgary, 2500 University Drive NW, Calgary, Alberta, Canada
E-mail: wpiers@ucalgary.ca
Tel: ++1 403 2205746

^b X-ray Structure Laboratory, Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada

Abstract

2,2′-Distannyl derivatives of dodecafluorobinaphthalene are converted to a novel D₂ symmetric borane dimer, which can be oxidized to (±)-F₁₂BINOL; resolution using (S)-acetoxypropanoyl chloride affords enantiopure material.

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Article information

DOI: https://doi.org/10.1039/B605716K
Article type: Communication
Submitted: 24 Apr 2006
Accepted: 02 Jun 2006
First published: 19 Jun 2006

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Chem. Commun., 2006, 2875-2877

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2,2′-Disubstituted F₁₂binaphthyl derivatives: stannanes, boranes, and (R)-F₁₂BINOL

D. J. Morrison, S. D. Riegel, W. E. Piers, M. Parvez and R. McDonald, Chem. Commun., 2006, 2875 DOI: 10.1039/B605716K

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