17876-97-0Relevant articles and documents
A mild method for regioselective labeling of aromatics with radioactive iodine
Ronnest, Mads H.,Nissen, Felix,Pedersen, Palle J.,Larsen, Thomas O.,Mier, Walter,Clausen, Mads H.
supporting information, p. 3970 - 3973 (2013/07/19)
A novel technique to label ortho-, meta-, and para-trimethylsilyl- substituted aryl substituents with radioactive iodide is described. The method takes advantage of the ipso-directing and activating properties of trimethylsilyl substituents on the arenes.
Ru(II)- and Pt(II)-catalyzed cycloisomerization of ω-Aryl-1-alkynes. Generation of carbocationic species from alkynes and transition metal halides and its interception by an aromatic ring
Chatani, Naoto,Inoue, Hiroki,Ikeda, Tsutomu,Murai, Shinji
, p. 4913 - 4918 (2007/10/03)
The treatment of aryl-1-alkynes, such as 4-aryl-1-butyne, 5-aryl-1-pentyne, and 6-aryl-1-hexyne, with catalytic amounts of transition metal chlorides, such as PtCl2 and [RuCl2(CO)3]2, at 80 °C in toluene results in cycloisomerization to give dihydronaphthalenes or dihydrobenzocycloheptenes, in which the cyclization mode is dependent on the length of the tethers. The reaction is limited to substrates containing terminal alkynes. A key step of the reaction is the intramolecular interception by an aromatic ring of the vinylmetal complex 2, which contains a cation center at the β-position, generated from the electrophilic addition of transition metal halides toward an alkyne. The more electron-rich aryl systems are more reactive.
Rearrangement of o-(chloromethyldimethylsilyl)phenylmethoxide: Evidence for an apical position of the migrating group in a trigonal bipyramid intermediate
Hijji, Yousef M.,Hudrlik, Paul F.,Hudrlik, Anne M.
, p. 1213 - 1214 (2007/10/03)
Chloromethylsilane 5a undergoes a rearrangement reaction to give oxasilacyclopentane 9 rather than oxasilacyclohexane 10, indicating that the methyl group migrates in preference to the aryl group.
