80431-48-7

Upstream product

• 80431-36-3 2,2-Dimethyl-4,4-diphenyl-1,3,3-tris(trimethylsilyl)-1-aza-2-silacyclobutan 
• 75-77-4 chloro-trimethyl-silane 

Relevant academic research and scientific papers

On the Problem of the Intermediate Formation of Silanone R2Si=O by Reactions of Silenes with Dinitrogen Oxide

The silaethene Me2Si=C(SiMe3)2 (1a; unstable; from 1a * Ph2C=MSiMe3 = 4) forms with N2O an unstable cycloadduct, which decomposes under isomerization or cleavage.It was not possible to decide clearly, whether the last reaction, which leads to (Me3Si)2CN2 and polymers with (Me2SiO)n groups, proceeds with intermediate formation of silanone Me2Si=O or not (no trapping product with Et3SiH, but with Me3SiCl).The silanimines Me2Si=NSitBu3 (2a; unstable; from 2a * tBu3SiN3 = 7) and tBu2Si=NSitBu3 (2b; metastable) form with N2O unstable cycloadducts, which, under participation of the silanimines, react into products (10) being composed of a molecular silanone and a molecule silanimine.As has been shown by trapping experiments with Et3SiH, Me3SiCl, or Me3SiOMe, latter reaction involves unstable free silanones Me2Si=O (3a) or tBuSi=O (3b) as intermediates. 3b, generated in benzene from 2b/NO2 in the presence of equimolar amounts of tetrahydrofuran (THF), obviously forms an adduct 3b*THF, which is trapped by excess 2b.When 3b is produced in THF as solvent, the silanone starts THF polymerization, indicating a high Lewis acidity of silanones.

Reactivity of the Labile Silaethene Me2Si=C(SiMe3)2, Stored as Ph2C=NSiMe3 Adducts

Silaethene Me2Si=C(SiMe3)2 (1), stored as Ph2C=NSiMe3 adducts and regenerated from the adducts at about 100 deg C as a reaction intermediate, combines with reactants a-b (e.g.HO-H, RO-H, RCOO-H, RS-H, RHN-H, Ph2CN-H, RO-SiR3, R2N-SiR3, Ph2CN-SiR3, Cl-GeR3, Cl-SnR3) with insertion into the a-b bond, with a=b (e.g.O=CPh2, Me3SiN=CPh2, CH2=CHOMe, cis-piperylene), a=b=c (e.g.RN=N=N, O=N=N), a=b-c=d (e.g. butadiene, isoprene, trans-piperylene, 2,3-dimethylbutadiene, cyclopentadiene, anthracene, benzophenone, N-trimethylsilylbenzophenoneimine) under -, - as well as -c ycloaddition and with a=b-c-H (e.g. propene, butenes, isoprene, 2,3-dimethylbutadiene, acetone) under ene reaction.According to relative reaction rates, insertion and -cycloadditions seem to proceed in two reaction steps, whereas -cycloadditions and ene reactions with organic dienes and enes obviously are one step reactions.For reactivities cf.Table I. - Key words: Silaethene Me2Si=C(SiMe3)2, Insertions, Cycloadditions, Relative Reactivities

Reaktivitaet des Silaethens Me2Si=C(SiMe3)2: Thermolyse von (Me3Si)2(Me2XSi)CLi (X z. B. (PhO)2PO2) in Anwesenheit von Silaethen-Faengern

Silaethene Me2Si=C(SiMe3)2 (1), generated as a reaction intermediate by the thermal elimination of LiX from Me2XSi-CLi(SiMe3)2, combines with the reactants a - b (e. g.Me3Si-Cl, Me3Si-OMe) with insertion in the a - b bond, with a = b - c - H (e. g.CH2=CMe