ISSN:
0009-2940
Keywords:
cis-1,2-Diborylalkenes, electron acceptors, anion sponge
;
Diborates, hexaorgano, μ1-hydro, μ1-alkoxy, alkali metal salts
;
Borates, hydrotriorgano-
;
Substituent exchange, diborates
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Organosubstituted cis-1,2-Diborylalkenes as Electrophilic ChelatesTriethylborane (1), 9-ethyl-9-borabicyclo[3.3.1]nonane (9-ethyl-9-BBN) (2), and the cis-1,2-diborylalkenes (Z)1-R2BC(R′)=C(Et)BEt2 [3: R=Et, R′=Me; 4: R,R′=Et; 5: R=Et, R′=Ph; 6: R2=C8H14, R′=Et; 7: R=Ph, R′=Et] react with alkali metal salts MX [M=Na, K; X=H, OMe, OtBu, OSiMe3, OSiEt3] in toluene to give the borates MX-1, MX-2, and the cyclic cis-1,2-diborates M, resp., [e.g. KH-3 to KH-7; NaOMe-4 to NaOMe-6; KOtBu-4, KOSiMe3-4, KOSiEt3-4] with BHB-and B(OR)B-bridges (IR, Multi NMR). Reaction of 1, 2, and 3-6 with KCN leads to the monoborates KCN-1, KCN-2, and to the acyclic cis-1,2-diborates KCN-3 to KCN-7. - The cis-2-Boryl-1-silylalkenes (E)1-Me3SiC(R′)=C(Et)BEt2 [8: R′=Me; 9: R′=Et] and KX [X=H, CN, OMe] form the acyclic borates K[Me3SiC(R′)=C(Et)1-BEt2X]. The cyclic salts KOtBu-4 and KOSiEt3-4 undergo a B1-substituent exchange to the acyclic cis-1,2-diborates K[Et3BC(Et)=C(Et)B(Et)OR] (K-10: R=tBu; K-11: R=OSiEt3).
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19931260206