80431-45-4

Upstream product

• 17599-59-6 diphenylmethyleneaminotrimethylsilane 
• 80431-36-3 2,2-Dimethyl-4,4-diphenyl-1,3,3-tris(trimethylsilyl)-1-aza-2-silacyclobutan 
• 80431-44-3 2,3,4,4a-Tetrahydro-3,3-dimethyl-1-phenyl-2,4,4-tris(trimethylsilyl)-2-aza-3-silanaphthalin 

Relevant academic research and scientific papers

Storing of the Labile Silaethene Me2Si=C(SiMe3)2 with N-Trimethylsilyl-benzophenoneimine Ph2C=NSiMe3

N-Trimethylsilyl-benzophenoneimine Ph2C=NSiMe3 is able to "store" the silaethene Me2Si=C(SiMe3)2 (1), produced from Me2SiF-CLi(SiMe3)2, under formation of a - and -cycloadduct (2, 3), respectively.Above 60 deg C (above 120 deg C) 2 or 3 by the way of 1 transform into 1:5 mixture of 2 and 3 (into a 1:1 mixture of the dimer of 1 and the insertion product of 1 into the SiN-bond of Ph2C=NSiMe3).In the presence of 2,3-dimethyl-1,3-butadiene (dmb), 2 or 3 form by way of the reaction of the intermediate 1 with dmb a -cycloadduct (75percent) and an ene reaction product (25percent).The rate constants of the first order decomposition of 2 or 3 in the presence of dmb (80 deg C, solvents like Et2O, C6H6) are in the order of 2 E-4 s-1 (τ1/2 ca. 1 h) and 3 E-5 s-1 (τ1/2 ca. 6 h), respectively. - Key words: Silaethene Me2Si=C(SiMe3)2, Ph2C=NSiMe3-adduct, Kinetic Studies

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