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 , E-ISSN: 1521-3749 |
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| Output data | Year: 2005, Volume: 631, Number: 13-14, Pages: 2638-2646 Pages count : 9 DOI: 10.1002/zaac.200500083 | ||||||
| Tags | Perfluoroarylborates; Perfluoroarylboranes; Methoxyborates; NMR spectroscopy; Dismutation | ||||||
| Authors |
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| Affiliations |
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Funding (3)
| 1 | German Research Foundation | |
| 2 | Russian Foundation for Basic Research | |
| 3 | Verband der Chemischen Industrie |
Abstract:
Li[C6F5B(OMe)3] (1a) reacted with the electrophiles CD3C(O)CD3, CH3OD, CD3CN, CH3CN, HOC2H4OH, Br2, and I2 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)2B(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)2B(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)2B(OMe)2] (M = K, [Bu4N], [Li(L)n]) yielded K[(C6F5)2BF2] (4c) or [Bu4N][(C6F5)2BF2] (4b). The molecular structure of [Li·TMEDA][(C6F5)2B(OMe)2] from single crystals showed significant cation‐oxygen interactions.
Cite:
Adonin N.Y.
, Bardin V.V.
, Flörke U.
, Frohn H-J.
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 ANCAN OpenAlex
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 ANCAN OpenAlex
Dates:
| Submitted: | Feb 28, 2005 |
| Published print: | Oct 1, 2005 |
| Published online: | Oct 19, 2005 |
Identifiers:
| Web of science: | WOS:000233200200020 |
| Scopus: | 2-s2.0-27644581229 |
| Elibrary: | 13478615 |
| Chemical Abstracts: | 2005:1215500 |
| Chemical Abstracts (print): | 145:419193 |
| OpenAlex: | W2095973747 |