Polyfluoroorganoboron-oxygen compounds. 4 [1] Lithium pentafluorophenyltrimethoxyborate, Li[C6F5B(OMe)(3)], reactions with selected electrophiles and nucleophiles Full article
Journal |
Zeitschrift fur Anorganische und Allgemeine Chemie
ISSN: 0044-2313 |
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Output data | Year: 2005, Volume: 631, Number: 13-14, Pages: 2638-2646 Pages count : DOI: 10.1002/zaac.200500083 | ||||||
Tags | perfluoroarylborates; perfluoroarylboranes; methoxyborates; NMR spectroscopy; dismutation | ||||||
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Abstract:
Li[C6F5B(OMe)(3)] (1a) reacted with the electrophiles CD3C(O)CD3, CH3OD, CD3CN, CH3CN, HOC2H4OH, Br-2, and I-2 to give C6F5X (X = D, H, Br, I). The treatment of 1a with Me3SiCl or BF3 in CH2Cl2 and CCl3F or pentene resulted in C6F5B(OMe)(2) or C6F5BF2, respectively. The attempted metathesis of 1a with KF or [Bu4N]Br in CH2Cl2 led to a mixture of M[(C6F5)(2)B(OMe)(2)] (2b,c, main product) and M[C6F5B(OMe)(3)] (1b,c, minor product) (M = [Bu4N], K). Even in the presence of diethyl ether, THF, DME, or TMEDA salt 1a underwent dismutation to the diarylborate salt [Li(L)(n)][(C6F5)(2)B(OMe)(2)] (L = Et2O, THF, DME, TMEDA) and [Li(L)(n)][B(OMe)(4)]. In subsequent reactions with aqueous K[HF2] or [Bu4N][HF2] M[(C6F5)(2)B(OMe)(2)] (M = K, [Bu4N], [Li(L)(n)]) yielded K[(C6F5)(2)BF2] (4c) or [Bu4N][(C6F5)(2)BF2] (4b). The molecular structure of [Li(.)TMEDA][(C6F5)(2)B(OMe)(2)] from single crystals showed significant cation-oxygen interactions.
Cite:
Adonin N.
, Bardin V.
, Florke U.
, Frohn H.
Polyfluoroorganoboron-oxygen compounds. 4 [1] Lithium pentafluorophenyltrimethoxyborate, Li[C6F5B(OMe)(3)], reactions with selected electrophiles and nucleophiles
Zeitschrift fur Anorganische und Allgemeine Chemie. 2005. V.631. N13-14. P.2638-2646. DOI: 10.1002/zaac.200500083 WOS Scopus РИНЦ
Polyfluoroorganoboron-oxygen compounds. 4 [1] Lithium pentafluorophenyltrimethoxyborate, Li[C6F5B(OMe)(3)], reactions with selected electrophiles and nucleophiles
Zeitschrift fur Anorganische und Allgemeine Chemie. 2005. V.631. N13-14. P.2638-2646. DOI: 10.1002/zaac.200500083 WOS Scopus РИНЦ
Dates:
Published print: | Oct 1, 2005 |
Identifiers:
Web of science | WOS:000233200200020 |
Scopus | 2-s2.0-27644581229 |
Elibrary | 13478615 |
OpenAlex | W2095973747 |