Phenols phenylacetylene

Lanthanide alkyl and aryl complexes can readily react with a range of substrates with acidic protons, such as alcohols, phenols, phenylacetylene, and amine, to be converted into the corresponding lanthanide derivatives. Lanthanide alkyl complexes react with H2 to form the corresponding hydride complex, which is the popular route to lanthanide hydride. Various unsaturated small molecules can insert into an Ln-alkyl bond to form the derivates containing Ln-heteroatom bonds. The reaction modes found are summarized in Figure 8.14 [59-62]. 

Structural analogues of the /]4-vinylketene E were isolated by Wulff, Rudler and Moser [15]. The enaminoketene complex 11 was obtained from an intramolecular reaction of the chromium pentacarbonyl carbene complex 10. The silyl vinylketene 13 was isolated from the reaction of the methoxy(phenyl)-carbene chromium complex 1 and a silyl-substituted phenylacetylene 12, and -in contrast to alkene carbene complex 7 - gave the benzannulation product 14 after heating to 165 °C in acetonitrile (Scheme 6). The last step of the benzannulation reaction is the tautomerisation of the /]4-cyclohexadienone F to afford the phenol product G. The existence of such an intermediate and its capacity to undergo a subsequent step was validated by Wulff, who synthesised an... 

Naphthalene, CgoHg Anthracene, C,4H,o Phenanthrene, C,4H,o Biphenyl, C,2H,o Cyclopentadiene, CsH Styrene, CgHjCHCHj Phenylacetylene, CgHjCCH Phenol, C4H5OH Aniline, QH5NH2 Pyridine, C5NH5 Acids, RCOOH Esters, RCOOR ... 

Although proceeding in moderate yield and in the absence of solvent, the formation of phenols in the intermolecular reaction of 2,5-dimethylfuran with phenylacetylene is remarkable (equation 9g).244,266 reaction required the use of the Schmidbaur-Bayler salt [(Mes3PAu)2Cl]BF4 as Au(I) catalyst, and also provided the product of a Friedel-Crafts-type process, the furan in equation (98). 

In benzene and with acidic alcohols such as 2,2,2-trifluoroethanol or phenol as cosolvents, the rate of hydrogenation of alkyne by Wilkinson s catalyst, [RhCKPPhsIs], is accelerated, while that of C==C bonds does not change, which allows selective hydrogenation of alkynes. [Rh(COD)(PPh3)(Py)]PF6 can also catalyze the selective reduction of 1-alkynes to 1-alkenes in the presence of benzoate ion. For example, phenylacetylene is slowly reduced with 1 equiv. of D2 (1 atm) to ds-PhCD=CHD by [Rh(COD)(PPh3)(Py)]PF6 in the presence of an excess of Et3NH PhC02. Thus compound (74) is converted selectively to (75). ... 

Chem. Soc. 63, 1609 (1941). Solubility possible H bonding of phenylacetylene, thio-phenol in ketones, esters, etc. 

Phase-transfer catalysts, 220, 221,305-306 Phenanthrenes, 319, 320 9-Phenanthrol, 431 Phenol annelation, 272 Phenoxysulfonyl azide, 377-378 Phenylacetaldehyde, 217 Phenylacetylene, 7 2 (S)-3-Phenyl-1-butene, 36 Phenyl chlorothionocarbonate, 306-307 Phenyl cyanate, 307-308 Phenyldiazomethane, 308 o-Phenylene phosphorochloridate, 91-92 o-Phenylglydne methyl ester, 308 Phenyl isocyanate, 309 Phenyl isocyanide, 309-310 Phenyl iso thiocyanate, 122 Phenyllithium, 5... 

New uses for pyrylium salts include their reaction with azo-methines and ammonia to give 4-aminopyridines [e.g., (22)],37 with dimethylsulphonium methylide to yield the phenol (23) and with the anion of nitromethane to form the nitrophenol (24).38 The addition of lithium phenylacetylene to 2,6-diphenylpyrylium perchlorate in boiling ether has now been shown to form the pyran (25) but in THF at room temperature a dimeric product (26) is obtained.39 Its... 

Although proceeding in moderate yield and in the absence of solvent, the formation of phenols in the intermolecular reaction of 2,5-dimethylfuran with phenylacetylene is remarkable (equation This reaction required the use... 

The tungsten carbene complex 408 reacts with phenylacetylene to give the phenol 409, accompanied by the methanol trapping product 410 and the cyclobutenone 41 Cycloaddition of 1,1-dimethylallene to ethyl propiolate affords the cyclobutene 412. ... 

---