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1,3,5,7-Cyclooctatetraene (COT) is an unsaturated derivative of cyclooctane, with the formula C 8 H 8. It is also known as [8] annulene . This polyunsaturated hydrocarbon is a colorless to light yellow flammable liquid at room temperature.
This suggests that the cyclooctatetraene ligands are highly fluxional and some degree of paramagnetism. [1] Fluxional Ring rotation in Fe 3 (COT) 3 depicted by DeKock et al. [13] COT is known to be a highly fluxional ligand in other compounds too, such compounds being deemed “ring-whizzers” (like the related (cyclooctatetraene)iron ...
Benzocyclooctatetraene is a polycyclic hydrocarbon with chemical formula C 12 H 10, composed of fused a benzene ring and a cyclooctatetraene ring. Only the benzene ring is aromatic in this compound. Only the benzene ring is aromatic in this compound.
Heteroarenes are aromatic compounds, where at least one methine or vinylene (-C= or -CH=CH-) group is replaced by a heteroatom: oxygen, nitrogen, or sulfur. [3] Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one ...
Two different resonance forms of benzene (top) combine to produce an average structure (bottom). In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected from conjugation alone.
This reaction provided an unusual route to benzene and especially to cyclooctatetraene, which was difficult to prepare otherwise. Products from these four reaction types proved to be versatile intermediates in the syntheses of lacquers, adhesives, foam materials, textile fibers, and pharmaceuticals could now be produced.
An alkyne trimerisation is a [2+2+2] cycloaddition reaction in which three alkyne units (C≡C) react to form a benzene ring. The reaction requires a metal catalyst.The process is of historic interest as well as being applicable to organic synthesis. [1]
A related classic synthesis for cycloheptatriene derivatives, the Buchner ring enlargement, starts with the reaction of benzene with ethyl diazoacetate to give the corresponding norcaradiene ethyl ester, which then undergoes a thermally-allowed electrocyclic ring expansion to give 1,3,5-cycloheptatriene 7-carboxylic acid ethyl ester. [6] [7]