1578-44-5

Upstream product

• 2786-02-9 2-lithiofuran 
• 130648-89-4 bis-2-(5,6-dihydro-4H-pyranyl)dimethylsilane 
• 109-72-8 n-butyllithium 
• 1578-31-0 tri(2-furyl)methylsilane 
• 90185-40-3 [2-(4,5-dihydrofuryl)]dimethylsilane 
• 584-12-3 2-bromofuran 
• 75-78-5 dimethylsilicon dichloride 
• 32460-00-7 2,5-dibromofuran 
• 110-00-9 furan 
• 82877-25-6 Bis-(4,5-dihydro-furan-2-yl)-dimethyl-silane 

Downstream Products

• 128756-77-4 <2-(4,5-dihydrofuryl)>dimethylphenylsilane 

Relevant academic research and scientific papers

Silylfurans and bis(silyl)butadiynes - Synthesis, lithium derivatives, crystal structures

Furan reacts with BuLi and halosilanes to give mono-(1, 5, 7), bis-(2, 6), tris-(3), and tetrakis(2-furanyl)silanes (4); (Fu-R; R = SiMe2Cl (1), SiisoPr7F (5), Si1Bu2F (7); Fu-R-Fu; R = SiMe2 (2), SiisoPr2 (6); Fu3Si1Bu (3), Fu4Si (4)), 2,5-Bis(silyl)furans (8, 9) are obtained in the reaction of dilithiated furan and fluorosilanes in a molar ratio 1:2 (R-Fu-R; R = SiisoPr2F (8), Si1Bu2F (9), 1,4-Bis(di-terf-butylfluorosilyl)butadiyne (10) is formed from furan four equivalents of BuLi, and two equivalents of F2Si1Bu2. 10 reacts with KOH to give 1Bu2(OH)Si-C≡C-C≡C-Si1Bu 2OH (11). Substitution of the fluorine atoms of 5 and 7 by a NH2 group occurs with MNH2 (M = Li, Na). 12 and 13 are obtained. The reaction of 13 with BuLi and 1Bu2SiF2 leads to the formation of FuSi1Bu2NHSi1Bu2F (14) and 1Bu2Si(NH-Si1Bu2Fu)2 (15). The lithium derivative of 14 crystallizes as monomer from THF as FuSi1Bu2N(LiTHF2)Si1Bu2F and as a dimer containing a four-membered ring (16) from n-hexane (FuSi1Bu2NSi1Bu2LiF)2 (17). The crystal structures of 4, 10, 16, 17 have been determined.

High-yield electrosynthesis of furylchlorosilanes, silyl and silanylene furans

The intensiostatic sacrificial anode technique proved to be efficient for the silylation of 2-bromo- and 2,5-dibromofurans with trimethylchlorosilane and diorganodichlorosilanes with high selectivity and versatility not accessible by pure chemical routes. Furylsilanes, bromofurylsilanes, bis(furyl)silanes, bis(bromofuryl)silanes, furylchlorosilanes, bis(silyl and chlorosilyl)furans, poly[(silanylene)furylene] oligomers and [14]dimethylsila-2,5-furanocalixarene were obtained in good to high yields.

Cleavage of Si-C and Ge-C bonds in heterylsilanes and -germanes by organolithium reagents

Organolithium reagents RLi can cleave Si-C and Ge-C bonds in heterylsilanes and -germanes substituting furyl, dihydrofuryl and dihydropyranyl groups for the organolithium residue R.

CONVERSIONS OF -SILANES AND -GERMANES UNDER CATALYTIC HYDROGENATION CONDITIONS

(2-Tetrahydrofuryl)-silanes and -germanes were obtained in high yield by the heterogeneous liquid-phase hydrogenation of trimethylsilane (I), bisdimethylsilane (II) and trimethylgermane with a Pd/Al2O3 catalyst.The dihydrofurylsilanes I and II were found to undergo disproportionation and dehydrogenation, the latter being involved in both intra- and inter-molecular disproportionation.