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  2. Sigmatropic reaction - Wikipedia

    en.wikipedia.org/wiki/Sigmatropic_reaction

    Sigmatropic rearrangements are concisely described by an order term [i,j], which is defined as the migration of a σ-bond adjacent to one or more π systems to a new position (i−1) and (j−1) atoms removed from the original location of the σ-bond. [3]

  3. Biguanide - Wikipedia

    en.wikipedia.org/wiki/Biguanide

    Biguanide (/ b aɪ ˈ ɡ w ɒ n aɪ d /) is the organic compound with the formula HN(C(NH)NH 2) 2. It is a colorless solid that dissolves in water to give a highly basic solution. It is a colorless solid that dissolves in water to give a highly basic solution.

  4. 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.

  5. Sigma bond - Wikipedia

    en.wikipedia.org/wiki/Sigma_bond

    There is no more than 1 sigma bond between any two atoms. Molecules with rings have additional sigma bonds, such as benzene rings, which have 6 C−C sigma bonds within the ring for 6 carbon atoms. The anthracene molecule, C 14 H 10, has three rings so that the rule gives the number of sigma bonds as 24 + 3 − 1 = 26. In this case there are 16 ...

  6. Hyperconjugation - Wikipedia

    en.wikipedia.org/wiki/Hyperconjugation

    Hyperconjugation can be used to rationalize a variety of chemical phenomena, including the anomeric effect, the gauche effect, the rotational barrier of ethane, the beta-silicon effect, the vibrational frequency of exocyclic carbonyl groups, and the relative stability of substituted carbocations and substituted carbon centred radicals, and the thermodynamic Zaitsev's rule for alkene stability.

  7. Sigma complex - Wikipedia

    en.wikipedia.org/wiki/Sigma_complex

    Transition metal alkane complexes (e.g., a methane complex) that bind solely through the C–H bond are also known but structurally characterized examples are rare, as C–H σ-bonds are generally poor electron donors, and, in many cases, the weakened C–H bond cleaves completely (C–H oxidative addition) to form a complex of type M(R)(H). [1 ...

  8. Cahn–Ingold–Prelog priority rules - Wikipedia

    en.wikipedia.org/wiki/Cahn–Ingold–Prelog...

    For example, 3-methyl-1-pentene with a rectus assignment is formatted as (R)-3-methyl-1-pentene. [12] An example of a (s) descriptor: (1R,2s,3S)-1,2,3-trichlorocyclopentane. A practical method of determining whether an enantiomer is R or S is by using the right-hand rule: one wraps the molecule with the fingers in the direction 1 → 2 → 3.

  9. Sigma-pi and equivalent-orbital models - Wikipedia

    en.wikipedia.org/wiki/Sigma-pi_and_equivalent...

    The σ-π model differentiates bonds and lone pairs of σ symmetry from those of π symmetry, while the equivalent-orbital model hybridizes them. The σ-π treatment takes into account molecular symmetry and is better suited to interpretation of aromatic molecules ( Hückel's rule ), although computational calculations of certain molecules tend ...

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