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  2. Simple aromatic ring - Wikipedia

    en.wikipedia.org/wiki/Simple_aromatic_ring

    [1] [2] Simple aromatic rings can be heterocyclic if they contain non-carbon ring atoms, for example, oxygen, nitrogen, or sulfur. They can be monocyclic as in benzene, bicyclic as in naphthalene, or polycyclic as in anthracene. Simple monocyclic aromatic rings are usually five-membered rings like pyrrole or six-membered rings like pyridine.

  3. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    3 H 23) are considered examples of a two π electron system, which are stabilized relative to the open system, despite the angle strain imposed by the 60° bond angles. [11] [12] Planar ring molecules with 4n π electrons do not obey Hückel's rule, and theory predicts that they are less stable and have triplet ground states with two ...

  4. Aromatic compound - Wikipedia

    en.wikipedia.org/wiki/Aromatic_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 ...

  5. Alkyne trimerisation - Wikipedia

    en.wikipedia.org/wiki/Alkyne_trimerisation

    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] Being a cycloaddition reaction, it has high atom economy.

  6. Thermal rearrangement of aromatic hydrocarbons - Wikipedia

    en.wikipedia.org/wiki/Thermal_rearrangement_of...

    Both mechanisms are shown as follows for the ring contraction of biphenylene: The first involves a 1,2-hydrogen shift to a carbene followed by a 1,2-carbon shift on the same C-C bond but in opposite directions. The second differs from the first only by the order of the 1,2-shifts, with the 1,2-carbon shift preceding the 1,2-hydrogen shift.

  7. Buchner ring expansion - Wikipedia

    en.wikipedia.org/wiki/Buchner_ring_expansion

    The Buchner ring expansion is a two-step organic C-C bond forming reaction used to access 7-membered rings. The first step involves formation of a carbene from ethyl diazoacetate, which cyclopropanates an aromatic ring. The ring expansion occurs in the second step, with an electrocyclic reaction opening the cyclopropane ring to form the 7 ...

  8. Carbazole - Wikipedia

    en.wikipedia.org/wiki/Carbazole

    It has a tricyclic structure, consisting of two six-membered benzene rings fused on either side of a five-membered nitrogen-containing ring. The compound's structure is based on the indole structure, but in which a second benzene ring is fused onto the five-membered ring at the 23 position of indole (equivalent to the 9a–4a double bond in ...

  9. Coronene - Wikipedia

    en.wikipedia.org/wiki/Coronene

    Coronene (also known as superbenzene and cyclobenzene) is a polycyclic aromatic hydrocarbon (PAH) comprising seven peri-fused benzene rings. [10] Its chemical formula is C 24 H 12. It is a yellow material that dissolves in common solvents including benzene, toluene, and dichloromethane. Its solutions emit blue light fluorescence under UV light.