35699-44-6Relevant articles and documents
Facile reductive coupling of benzylic halides with ferrous oxalate dihydrate
Khurana, Jitender M.,Chauhan, Sushma,Maikap, Golak C.
, p. 1737 - 1740 (2007/10/03)
Facile reductive coupling of benzylic halides is reported with ferrous oxalate dihydrate in DMF or HMPA under nitrogen atmosphere at 155-160°C. The coupling is proposed to proceed by two successive oxidative additions of benzylic halides to ferrous oxalate to give an intermediate organoiron complex which undergoes concerted dimerization to give the corresponding reductively coupled dimers in high yields.
Manganese(III)-Mediated Formylation of Aromatic Compounds in the Presence of Malonic Acid
Nishino, Hiroshi,Tsunoda, Katsunori,Kurosawa, Kazu
, p. 545 - 550 (2007/10/02)
The reaction of naphthlenes with malonic acid in the presence of manganese(III) acetate gives naphthalenecarbaldehydes and naphthalenecarboxylic acids.Similar reactions of anthracene, pyrene, and methoxybenzenes also yield formylated and carboxylated products.It was found that the formyl group introduced to the aromatic ring was not derived from carboxymethyl radical generated directly by the thermolysis of manganese(III) acetate, but from a dicarboxymethyl radical formed by the interaction of malonic acid and manganese(III) acetate.In addition, it was also found that the dicarboxymethyl radicals attacked the position of the highest electron density on the aromatic ring and that this formylation was effective when the ionization potential of the aromatic copound was lower than 7.8 eV.
FORMATION OF MONOALDEHYDES BY CERIUM(IV) AMMONIUM NITRATE OXIDATION OF UNSYMMETRIC DIMETHYLNAPHTHALENES
Sydnes, Leiv K.,Hansen, Sissel H.,Burkow, Ivan C.,Saethre, Leif J.
, p. 5205 - 5208 (2007/10/02)
When 1,2-,1,3-and 1,6-dimethylnaphthalene are oxidized by Ce(4+) in acetic acid the corresponding monoaldehydes are formed in better than 80percent yield.In each case aldehyde formation takes place with a high degree of selectivity as the methyl-1-to methyl-2-naphthaldehyde ratio is better than 11:1.The selectivity may be explained from differences in reactivity as calculated within the frontier orbital method.