192635-07-7Relevant academic research and scientific papers
Trimethylsilylcarbene and Bis(trimethylsilyl) Formaldehyde Azine Complexes of Chiral Bis(4-isopropyloxazolinyl)pyridine(dichloro)ruthenium(II)
Park, Soon-Bong,Nishiyama, Hisao,Itoh, Yoshiki,Itoh, Kenji
, p. 1315 - 1316 (1994)
A mixture of IICl2(p-cymene)>2> 1 and 2,6-bis(4-isopropyloxazolinyl)pyridine (pyboxip) 2 was treated with trimethylsilyldiazomethane to give the trimethylsilylcarbene complex trans-IICl2(pyboxip)(=CHSiMe3)>> 3 at 0-15 deg C in 94percent yield and the azine complex trans-IICl2(pyboxip)(Me3SiCH=N-N=CHSiMe3)> at 25-35 deg C in 73percent yield; the catalytic activity of 3 was examined for dimerization and asymmetric cyclopropanation with ethyl diazoacetate.
Ruthenium(I)-catalyzed cyclopropanation reactions with (trimethylsilyl)diazomethane and aryldiazomethanes
Maas, Gerhard,Seitz, Jürgen
, p. 6137 - 6140 (2007/10/03)
The polymeric ruthenium(I) complex [Ru2(CO)4(μ-OAc)2]n is a suitable catalyst for the cyclopropanation of mono-, 1,1- as well as 1,2-disubstituted, and trisubstituted alkenes with (trimethylsilyl)diazomethane, phenyl-diazomethane, and (4-cyanophenyl)diazomethane. Trisubstituted alkenes are cyclopropanated with a remarkable degree of syn-selectivity.
Catalytic cyclopropanation with iron(II) complexes
Hamaker, Christopher G.,Mirafzal, Gholam A.,Woo, L. Keith
, p. 5171 - 5176 (2008/10/08)
Iron(II) complexes of meso-tetra-p-tolylporphyrin (TTP), tetramethyldibenzotetraaza[14]-annulene (tmtaa), and trans-1,2-bis(salicylidene)cyclohexanediamine (saldach) catalyzed the cyclopropanation of styrene with aryldiazomethanes. When p-tolyldiazomethane was used as the carbene source, trans-cyclopropanes were the major products. Trans/cis ratios of up to 17:1 were obtained. However, using mesityldiazomethane resulted in a reversal of stereoselectivity, giving cis-cyclopropanes as the major product (cis/trans ratios of up to 2.9: 1). The stereoselectivity of iron(II) porphyrin-catalyzed cyclopropanation reactions was enhanced by performing the reactions at low temperature or by using bulky porphyrin ligands. Using trimethylsilyldiazomethane as the carbene source, trimethylsilylcyclopropanes were produced in excellent yields with (TTP)Fe. On treatment of (TTP)Fe with diazoreagents, carbene complexes were observed spectroscopically. These complexes transferred their carbene ligand to styrene to produce cyclopropanes stoichiometrically.
REACTION OF 1-TRIMETHYLSILYLCYCLOPYLLITHIUM DERIVATIVES WITH DICHLOROMETHYL METHYL ETHER. A NOVEL SYNTHESIS OF CYCLOPROPYL SILYL KETONES
Nakajima, Tadashi,Tanabe, Masaru,Ohno, Katsuhiko,Segi, Masahito,Suga, Sohei
, p. 177 - 180 (2007/10/02)
Treatment of 1-trimethylsilylcyclopropyllithium derivatives with dichloromethyl methyl ether affords the corresponding new cyclopropyl silyl ketones in moderate yield.This reaction involves the intramolecular 1,2-silicon shift from carbon to carbon.
