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A typical triple bond, for example in acetylene (HC≡CH), consists of one sigma bond and two pi bonds in two mutually perpendicular planes containing the bond axis. Two pi bonds are the maximum that can exist between a given pair of atoms. Quadruple bonds are extremely rare and can be formed only between transition metal atoms, and consist of ...
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.
The structure of pi bonds does not allow for rotation (at least not at 298 K), so the double bond and the triple bond which contain pi bonds are held due to this property. The sigma bond is not so restrictive, and the single bond is able to rotate using the sigma bond as the axis of rotation (Moore, Stanitski, and Jurs 396-397). Another ...
The benzene dimer is the prototypical system for the study of pi stacking, and is experimentally bound by 8–12 kJ/mol (2–3 kcal/mol) in the gas phase with a separation of 4.96 Å between the centers of mass for the T-shaped dimer. The small binding energy makes the benzene dimer difficult to study experimentally, and the dimer itself is ...
[2] [3] [4] The ring-flip of substituted cyclohexanes constitutes a common form of conformers. [5] The study of the energetics of bond rotation is referred to as conformational analysis. [6] In some cases, conformational analysis can be used to predict and explain product selectivity, mechanisms, and rates of reactions. [7]
Rotational energies are quantized. For a diatomic molecule like CO or HCl, or a linear polyatomic molecule like OCS in its ground vibrational state, the allowed rotational energies in the rigid rotor approximation are = = (+) = (+). J is the quantum number for total rotational angular momentum and takes all integer values starting at zero, i.e., =,,, …, = is the rotational constant, and is ...
Similar to these other non-covalent bonds, cation–π interactions play an important role in nature, particularly in protein structure, molecular recognition and enzyme catalysis. The effect has also been observed and put to use in synthetic systems. [1] [2] The π system above and below the benzene ring leads to a quadrupole charge distribution.
Reactions can be either ring-opening or ring-closing (electrocyclization). Depending on the type of reaction (photochemical or thermal) and the number of pi electrons, the reaction can happen through either a conrotatory or disrotatory mechanism. The type of rotation determines whether the cis or trans isomer of the product will be formed.