88636-30-0Relevant articles and documents
Organosubstituted 2,5-Dihydro-1,2,5-oxoniasilaboratoles - Characterization and Reactivity
Koester, Roland,Seidel, Guenter,Wrackmeyer, Bernd
, p. 1003 - 1016 (2007/10/02)
The potassium salt of the anions , prepared from the organosubstituted cis-2-boryl-1-silylalkenes 1a-d and KOH, react with the electrophiles R1Hal IV: ClElIV(CH3)3, ElIV = Si, Ge, Sn, Pb> to give the neutral five-membered ring compounds .On heating of 3H or 3Sn either ethyl migration occurs to yield the saturated diasteromers , or elimination of ethane takes place to give the unsaturated compounds .The reaction of 2 with ClPb(CH3)3 leads to 3Pb (11B-NMR), which exclusively form 5 with elimination of C2H5Pb(CH3)3.
Substituted 2,5-Dihydro-1,2,5-oxasilaboroles - Preparation, Complexations, and Ring-Opening
Koester, Roland,Seidel, Guenter,Boese, Roland,Wrackmeyer, Bernd
, p. 597 - 616 (2007/10/02)
The two 4,5-diethyl-2,5-dihydro-2,2-dimethyl-3-organo-1,2,5-oxasilaboroles are prepared from and water via the addition compounds in yields of about 90percent. 2a,b are also obtained directly from 1a,b with acetylacetone or with dry acetic acid. 1b can be prepared from sodium triethylhydroborate (A) via sodium triethyl(3-methyl-3-buten-1-ynyl)borate (B), (Z)-4-(diethylboryl)-2-methyl-3-(trimethylsilyl)-1,3-hexadiene (C), sodium aminodiethylborate (D), 4,5,5-triethyl-2,5-dihydro-3-isopropenyl-2,2-dimethyl-1-sodio-1,2,5-azoniasilaboratole (E), and 4,5-diethyl-2,5-dihydro-3-isopropenyl-2,2-dimethyl-1-sodio-1,2,5-azasilaborole (F).The behaviour of 2a,b towards trimethylphsophane (TMP), γ-picoline (formation of γ-Pic-2a), γ-picoline N-oxide (PNO-2a), trimethylamine N-oxide (2'a, 4, 4'a), methylenetriphenylphosphorane (MTPP-2a), aluminium trichloride (2a-AlCl3), triethylaluminium , trichloroborane (3a), dichloroethylborane (3b), phosphorus pentachloride (3a, 3b), methanol (6a), acetylacetone (5a), propanol (7a, 7c) and towards glacial acetic acid (7a, 9) is described. 5-Chloro-4-ethyl-2,5-dihydro-1,2,2,3-tetramethyl-1,2,5-azasilaborole (1c) is readily obainable from 1a and dichloroethylborane. η4-Complexations of 2b give 10b from (CH3CN)3Cr(CO)3, 11b and 11'b from Fe2(CO)9, 12b from Ru3(CO)12, 13b from C5H5Co(C2H4)2, and 14b from C5H5Rh(C2H4)2 (MS and NMR data).The O-exchange in several reactions was monitored by 17O NMR using 17O-enriched compounds (e.g. 2a*, triethylboroxin*, tetraethyldiboroxane*, water*, methanol*).