4.5 Article

Tris(5,6,7,8-tetrafluoronaphthalen-2-yl)borane, a Partially Fluorinated Boron Lewis Acid with Fluorination Distal to the Boron Atom

Journal

ORGANOMETALLICS
Volume 33, Issue 5, Pages 1108-1111

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/om500128a

Keywords

-

Funding

  1. Scientific and Technological Research Council of Turkey (TUBITAK)

Ask authors/readers for more resources

Typical congeners of the boron Lewis acid tris(pentafluorophenyl)borane, B(C6F5)(3), are fluorinated at the aryl groups directly attached to the boron atom. The chemistry of related electron-deficient boranes with fluorination distal to the Lewis acidic center is largely unexplored. The preparation and characterization of tris(5,6,7,8-tetrafluoronaphthalen-2-yl)borane are reported. It serves as a model system that provides sites for further substitution at C-1 and C-3 of the naphthalen-2-yl units. A Gutmann-Beckett analysis of its Lewis acidity revealed that, despite remote fluorination, it is as Lewis acidic as B(C6F5)(3). The new Lewis acid performs equally well in C=O and C=N reduction as well as dehydrogenative Si-O coupling involving Si-H bond activation. Adducts with water and a phosphine oxide are crystallographically characterized.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.5
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available