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The Reactivity of Potassium Polyfluoroaryl‐, Polyfluoroalkenyl‐, and Perfluoroalkyltrifluoroborates and their Hydrocarbon Analogues towards Acids of Different Strength: A Systematic Study of the Hydrodeboration
Author(s) -
Bardin V. V.,
Idemskaya S. G.,
Frohn H.J.
Publication year - 2002
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/1521-3749(200205)628:4<883::aid-zaac883>3.0.co;2-a
Subject(s) - chemistry , anhydrous , stereochemistry , medicinal chemistry , fluorine 19 nmr , potassium , reactivity (psychology) , nuclear magnetic resonance spectroscopy , organic chemistry , medicine , alternative medicine , pathology
The hydrodeboration of the (fluoroorgano)trifluoroborates K [R F BF 3 ] [R F = C 6 F 5 , XCF=CF (X = F, cis ‐ and trans ‐Cl, C 3 F 7 O, cis ‐C 2 F 5 , trans ‐C 4 F 9 , ‐C 4 H 9 ) and C 6 F 13 ] and of the organotrifluoroborates K [RBF 3 ] (R = C 6 H 5 , cis ‐ and trans ‐C 4 H 9 CH=CH, C 4 H 9 and C 8 H 17 ) with CH 3 CO 2 H (100 %), CF 3 CO 2 H (100 %), aqueous HF and anhydrous HF was investigated. In the alkenyltrifluoroborates K [R'CF=CFBF 3 ] the formal replacement of BF 3 by a proton occurred stereospecifically under retention of the configuration. The 19 F NMR spectra of K [R F BF 3 ] in acids indicate strong interactions of the BF 3 group with protons or acid molecules.