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  2. Pi-stacking - Wikipedia

    en.wikipedia.org/wiki/Pi-stacking

    While benzene does not have a dipole moment, it has a strong quadrupole moment. [8] The local C–H dipole means that there is positive charge on the atoms in the ring and a correspondingly negative charge representing an electron cloud above and below the ring.

  3. Electrophilic aromatic directing groups - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_aromatic...

    Oppositely, withdrawing electron density is more favourable: (see the picture on the right). The -M effect of the nitroso group. As a result, the nitroso group is a deactivator. However, it has available to donate electron density to the benzene ring during the Wheland intermediate, making it still being an ortho / para director.

  4. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    Hückel's rule can also be applied to molecules containing other atoms such as nitrogen or oxygen. For example pyridine (C 5 H 5 N) has a ring structure similar to benzene, except that one -CH- group is replaced by a nitrogen atom with no hydrogen. There are still six π electrons and the pyridine molecule is also aromatic and known for its ...

  5. Hückel method - Wikipedia

    en.wikipedia.org/wiki/Hückel_method

    [1] [2] [3] It provides the theoretical basis for Hückel's rule that cyclic, planar molecules or ions with + π-electrons are aromatic. It was later extended to conjugated molecules such as pyridine, pyrrole and furan that contain atoms other than carbon and hydrogen (heteroatoms). [4]

  6. Cation–π interaction - Wikipedia

    en.wikipedia.org/wiki/Cation–π_interaction

    Benzene, the model π system, has no permanent dipole moment, as the contributions of the weakly polar carbon–hydrogen bonds cancel due to molecular symmetry.However, the electron-rich π system above and below the benzene ring hosts a partial negative charge.

  7. Pi-interaction - Wikipedia

    en.wikipedia.org/wiki/Pi-interaction

    In chemistry, π-effects or π-interactions are a type of non-covalent interaction that involves π systems.Just like in an electrostatic interaction where a region of negative charge interacts with a positive charge, the electron-rich π system can interact with a metal (cationic or neutral), an anion, another molecule and even another π system. [1]

  8. Simple aromatic ring - Wikipedia

    en.wikipedia.org/wiki/Simple_aromatic_ring

    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.

  9. Delocalized electron - Wikipedia

    en.wikipedia.org/wiki/Delocalized_electron

    In the simple aromatic ring of benzene, the delocalization of six π electrons over the C 6 ring is often graphically indicated by a circle. The fact that the six C-C bonds are equidistant is one indication that the electrons are delocalized; if the structure were to have isolated double bonds alternating with discrete single bonds, the bond would likewise have alternating longer and shorter ...