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The process, which is catalyzed by platinum supported by aluminium oxide, is exemplified in the conversion methylcyclohexane (a naphthene) into toluene (an aromatic). [2] Dehydrocyclization converts paraffins (acyclic hydrocarbons) into aromatics. [3] A related aromatization process includes dehydroisomerization of methylcyclopentane to benzene:
Cyclopentadiene is a highly reactive diene in the Diels–Alder reaction because minimal distortion of the diene is required to achieve the envelope geometry of the transition state compared to other dienes. [11] Famously, cyclopentadiene dimerizes. The conversion occurs in hours at room temperature, but the monomer can be stored for days at ...
The reaction of cyclopentadiene and butenone for example is 700 times faster in water relative to 2,2,4-trimethylpentane as solvent. [14] Several explanations for this effect have been proposed, such as an increase in effective concentration due to hydrophobic packing [15] or hydrogen-bond stabilization of the transition state. [16]
For the preparation of some particularly robust complexes, e.g. nickelocene, cyclopentadiene is employed in the presence of a conventional base such as KOH. When only a single Cp ligand is installed, the other ligands typically carbonyl, halogen, alkyl, and hydride.
The (tert-butyl)cyclopentadiene is prepared by alkylation of cyclopentadiene with tert-butyl bromide in the presence of sodium hydride and dibenzo-18-crown-6. [1] The intermediate in this synthesis is di-tert-butylcyclopentadiene. This compound is conveniently prepared by alkylation of cyclobutadiene with tert-butyl bromide under phase-transfer ...
In organometallic chemistry, (η 6-C 6 H 6) piano stool compounds are half-sandwich compounds with (η 6-C 6 H 6)ML 3 structure (M = Cr, Mo, W, Mn(I), Re(I) and L = typically CO). (η 6-C 6 H 6) piano stool complexes are stable 18-electron coordination compounds with a variety of chemical and material applications.
The Sandmeyer reaction provides a method through which one can perform unique transformations on benzene, such as halogenation, cyanation, trifluoromethylation, and hydroxylation. The reaction was discovered in 1884 by Swiss chemist Traugott Sandmeyer , when he attempted to synthesize phenylacetylene from benzenediazonium chloride and copper(I ...
The main limitation of such approach, however, is the need to use constrained dienes, such as furan and cyclopentadiene. [14] In 2009 Buszek and co-workers synthesized herbindole A using aryne [4+2]-cycloaddition. [29] 6,7-indolyne undergoes [4+2] cycloaddition with cyclopentadiene to afford complex tetracyclic product.