95450-75-2Relevant academic research and scientific papers
A novel type of nucleophilic substitution reactions on nonactivated aromatic compounds and benzene itself with trimethylsiliconide anions.
Postigo,Rossi
, p. 1197 - 1200 (2001)
[reaction: see text]. The reaction of fluorobenzene with Me3Si- anion (1) in HMPA at room temperature surprisingly affords o- and p-fluorotrimethylsilylbenzenes (substitution of aromatic H for TMS, 76% yield) 7a and 7b and also 14% of trimethylsilylbenzene (2). Benzene itself reacts at 50 degrees C to furnish 4 in 45% yield. Pyridine affords p-trimethylsilylpyridine quantitatively. Mechanistic studies are presented.
REACTIONS OF BENZENE VAPOR-CALCIUM ATOM WITH ORGANIC HALIDES AND CARBONYL COMPOUNDS
Mochida, Kunio,Takeuchi, Hidenori,Hiraga, Yoo,Ogawa, Hiroyasu
, p. 1989 - 1992 (2007/10/02)
Reactions of benzene vapor-calcium atom with organic halides and carbonyl compounds were examined.Benzene vapor-calcium atom reacted with organic halides (RX) to give phenyl-substituted products (PhR) and reduced products (RH).The reactions of benzene vapor-calcium atom with ketones (RR'CO) or benzaldehyde gave two kinds of alcohol PhRR'COH and RR'CHOH, or Ph2CHOH and PhCH2OH, respectively
