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Bifunctional perfluoroaryl boranes: Synthesis and coordination chemistry with neutral lewis base donors

Lookup NU author(s): Emeritus Professor Bill CleggORCiD, Dr Mark Elsegood


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A practical synthetic route for the preparation of the known bifunctional perfluoroaryldiborane C6F4-1,2-[B(C6F 5)2]2,1, and the new diborane C 6F4-1,2-[B(C12F8)]2, 2, that circumvents the use of toxic mercury reagents has been developed. Key intermediates and 2 have been fully characterized in solution and the solid state. Solution and structural investigations of their MeCN and THF adducts have shown that 2 is a superior Lewis acid to 1, primarily owing to the reduction in steric pressure afforded by the planar 9-borafluorene rings in 2 versus the freely rotating set of pentafluorophenyl rings in 1. The two compounds bind Lewis bases via differing coordination modes, as demonstrated by the solid-state structures of the Lewis base adducts 1·MeCN, 2·THF, and 2·MeCN. Solution studies suggest that bis Lewis base adducts are also accessible; the structures of two examples (1·(MeCN)2 and 2·(THF)2) have been determined, and their role in the dynamic solution behavior of these systems is discussed. © 2006 American Chemical Society.

Publication metadata

Author(s): Chase PA, Henderson LD, Piers WE, Parvez M, Clegg W, Elsegood MRJ

Publication type: Article

Publication status: Published

Journal: Organometallics

Year: 2006

Volume: 25

Issue: 2

Pages: 349-357

ISSN (print): 0276-7333

ISSN (electronic): 1520-6041

Publisher: American Chemical Society


DOI: 10.1021/om050764t


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