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  2. Substitution reaction - Wikipedia

    en.wikipedia.org/wiki/Substitution_reaction

    The electron pair (:) from the nucleophile (Nuc:) attacks the substrate (R−LG), forming a new covalent bond Nuc−R−LG. The prior state of charge is restored when the leaving group (LG) departs with an electron pair. The principal product in this case is R−Nuc. In such reactions, the nucleophile is usually electrically neutral or ...

  3. SNi - Wikipedia

    en.wikipedia.org/wiki/SNi

    In chemistry, S N i (substitution nucleophilic internal) refers to a specific, regio-selective but not often encountered reaction mechanism for nucleophilic aliphatic substitution. The name was introduced by Cowdrey et al. in 1937 to label nucleophilic reactions which occur with retention of configuration, [ 1 ] but later was employed to ...

  4. Nucleophilic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_substitution

    In chemistry, a nucleophilic substitution (S N) is a class of chemical reactions in which an electron-rich chemical species (known as a nucleophile) replaces a functional group within another electron-deficient molecule (known as the electrophile). The molecule that contains the electrophile and the leaving functional group is called the substrate.

  5. Nucleophile - Wikipedia

    en.wikipedia.org/wiki/Nucleophile

    In chemistry, a nucleophile is a chemical species that forms bonds by donating an electron pair. All molecules and ions with a free pair of electrons or at least one pi bond can act as nucleophiles. Because nucleophiles donate electrons, they are Lewis bases. Nucleophilic describes the affinity of a nucleophile to bond with positively charged ...

  6. Neighbouring group participation - Wikipedia

    en.wikipedia.org/wiki/Neighbouring_group...

    In organic chemistry, neighbouring group participation (NGP, also known as anchimeric assistance) has been defined by the International Union of Pure and Applied Chemistry (IUPAC) as the interaction of a reaction centre with a lone pair of electrons in an atom or the electrons present in a sigma or pi bond contained within the parent molecule but not conjugated with the reaction centre.

  7. Polyhedral skeletal electron pair theory - Wikipedia

    en.wikipedia.org/wiki/Polyhedral_skeletal...

    5 H 45, hydrogen atoms omitted. Example: [11] B 5 H 45. Electron count: 5 × B + 5 × H + 4 (for the negative charge) = 5 × 3 + 5 × 1 + 4 = 24 Since n = 5, 4n + 4 = 24, so the cluster is nido. Starting from an octahedron, one of the vertices is removed. The rules are useful in also predicting the structure of carboranes. Example: C 2 ...

  8. Green–Davies–Mingos rules - Wikipedia

    en.wikipedia.org/wiki/Green–Davies–Mingos_rules

    Incoming nucleophilic attack happens at one of the termini of the π-system in the figure below: In this example the ring system can be thought of as analogous to 1,3-butadiene. Following the Green–Davies–Mingos rules, since butadiene is an open π-ligand of even hapticity, nucleophilic attack will occur at one of the terminal positions of ...

  9. Cieplak effect - Wikipedia

    en.wikipedia.org/wiki/Cieplak_Effect

    The Cieplak effect relies on the stabilizing interaction of mixing full and empty orbitals to delocalize electrons, known as hyperconjugation. [2] When the highest occupied molecular orbital of one system and the lowest unoccupied molecular orbital of another system have comparable energies and spatial overlap, the electrons can delocalize and sink into a lower energy level.