An efficient and greener synthesis of bis(indoly)methanes was investigated via electrophilic substitution reaction of indole with carbonyl compounds in the presence of lemon juice as natural acid catalyst. The demonstrated environmentally benign protocol provided bis(indoly)methanes under mild reaction conditions, shorter reaction time and in excellent yield with simple work up procedure.

The reaction of Hg(CF3CO2)2 with metalloporphyrins produces mercurated porphyrins regioselectively, the reaction, surprisingly occurring at the most hindered betaB-position; this behavior is in marked contrast to the usual electrophilic substitution reactions of porphyrins, whose reactions produce meso-substituted porphyrins; the obtained mercurated porphyrins are active to transition metal-cat...

A computational study has been carried out on the effects of SiH3 substitution on the Ei reaction of alkyl sulfoxides. SiH3 substitution in the beta-position (relative to the sulfur atom) is found to lower the barrier to elimination about 5 kcal mol(-1), in line with qualitative experimental observations. However, SiH3 substitution at the alpha-position has a similar, if smaller, effect. It is ...

The Mizoroki-Heck as a cross-coupling method is one of the important reactions for Carbon-Carbon bond formation. This reaction permits substitution on planar sp2-hybridized carbon atom.

The synthesis of 1,4,7-trimethyloxatriquinane (1), a 3-fold tertiary alkyl oxonium salt, is described. Compound 1 is inert to solvolysis with alcohols, even at elevated temperatures, but undergoes facile substitution with the strongly nucleophilic azide anion. Since an S(N)1 pathway is excluded, the only reasonable mechanistic interpretation for the reaction between 1 and N(3)(-) is S(N)2, desp...

A new palladium-catalyzed picolinamide (PA)-directed ortho-iodination reaction of ε-C(sp(2))-H bonds of γ-arylpropylamine substrates is reported. This reaction proceeds selectively with a variety of γ-arylpropylamines bearing strongly electron-donating or withdrawing substituents, complementing our previously reported PA-directed electrophilic aromatic substitution approach to this transformati...

Approaches for the synthesis of macrocyclic bisindolylmaleimides, in which the indole nitrogens are linked with a tether, are described. Two alternative approaches were investigated: macrocyclisation in either the 'southern' (by adding the tether to the bisindolylmaleimide ring system) or the 'northern' district. With two-, three- and four-atom tethers, both of these approaches were unsuccessfu...

A number of influencing factors mean that the random substitution of cyclodextrins (CD) in solution is difficult to reproduce. Reaction assembly in mechanochemistry reduces the number of these factors. However, lack of water can improve the reaction outcomes by minimizing the reagent's hydrolysis. High-energy ball milling is an efficient, green and simple method for one-step reactions and usual...

This thesis is mainly focused on the development of new palladium catalyzed transformations using so-called “pincer” complexes. These complexes were applied as catalysts in two important areas of organometallic chemistry: substitution of propargylic substrates by dimetallic reagents; and allylation of aldehydes and imines by allylstannanes. In addition, this thesis includes studies on Lewis aci...

In this study, Si and C were incorporated into polycrystalline MgB2 via in situ reaction of Mg and B with either SiC or with separate Si and C (Si+C). The electrical transport and magnetic properties of the two series of samples were compared. The corrected resistivity at 40K, pA(40K), is higher for the SiC reacted samples regardless of carbon (C) substitution level, indicating larger intragrai...