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  2. Electrophilic aromatic directing groups - Wikipedia

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

    An electron donating group (EDG) or electron releasing group (ERG, Z in structural formulas) is an atom or functional group that donates some of its electron density into a conjugated π system via resonance (mesomerism) or inductive effects (or induction)—called +M or +I effects, respectively—thus making the π system more nucleophilic.

  3. Trifluoromethylation - Wikipedia

    en.wikipedia.org/wiki/Trifluoromethylation

    In the CF 3 radical the fluorine atom is an electron-withdrawing group via the inductive effect but also a weak pi donor through interaction of the fluorine lone pair with the radical center's SOMO. Compared to the methyl radical the CF 3 radical is pyramidal (angle 107.8 °C ) with a large inversion barrier, electrophilic and also more reactive.

  4. Trifluoromethyl group - Wikipedia

    en.wikipedia.org/wiki/Trifluoromethyl_group

    Trifluoromethyl group covalently bonded to an R group. The trifluoromethyl group is a functional group that has the formula-CF 3. The naming of is group is derived from the methyl group (which has the formula -CH 3), by replacing each hydrogen atom by a fluorine atom. Some common examples are trifluoromethane H– CF 3, 1,1,1-trifluoroethane H ...

  5. Electron-withdrawing group - Wikipedia

    en.wikipedia.org/wiki/Electron-withdrawing_group

    Electron-withdrawing groups exert an "inductive" or "electron-pulling" effect on covalent bonds. The strength of the electron-withdrawing group is inversely proportional to the pKa of the carboxylic acid. [2] The inductive effect is cumulative: trichloroacetic acid is 1000x stronger than chloroacetic acid.

  6. Mesomeric effect - Wikipedia

    en.wikipedia.org/wiki/Mesomeric_effect

    The mesomeric effect is negative (–M) when the substituent is an electron-withdrawing group, and the effect is positive (+M) when the substituent is an electron donating group. Below are two examples of the +M and –M effect. Additionally, the functional groups that contribute to each type of resonance are given below.

  7. Leaving group - Wikipedia

    en.wikipedia.org/wiki/Leaving_group

    In this usage, a leaving group is a less formal but more commonly used synonym of the term nucleofuge. In this context, leaving groups are generally anions or neutral species, departing from neutral or cationic substrates, respectively, though in rare cases, cations leaving from a dicationic substrate are also known. [3]

  8. Trifluoromethyl cation - Wikipedia

    en.wikipedia.org/wiki/Trifluoromethyl_cation

    6 followed by reaction with an electron-rich arene. Now the reaction of the source of the cation [clarification needed] usually uses 5-(trifluoromethyl)dibenzothiophenium tetrafluoroborate as the reagent. [3] One of the active reagents for making the cation.

  9. Inductive effect - Wikipedia

    en.wikipedia.org/wiki/Inductive_effect

    If the electronegative atom (missing an electron, thus having a positive charge) is then joined to a chain of atoms, typically carbon, the positive charge is relayed to the other atoms in the chain. This is the electron-withdrawing inductive effect, also known as the -I effect. In short, alkyl groups tend to donate electrons, leading to the +I ...