In organic chemistry, hyperconjugation is the interaction of the electrons in a sigma bond (usually C–H or C–C) with an adjacent empty (or partially filled) non-bonding p-orbital, antibonding π orbital, or filled π orbital, to give an extended molecular orbital that increases the stability of the system. Only electrons in bonds that are β t...
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http://en.wikipedia.org/wiki/Hyperconjugation
In the formalism that separates bonds into and types, hyperconjugation is the interaction of -bonds (e.g. C-H, C-C, etc.) with a network. This interaction is customarily illustrated by contributing structures, e.g. for toluene (below), sometimes said to be an example of 'heterovalent' or 'sacrificial hyperconjugation', so named because the contribu...
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http://www.chem.qmul.ac.uk/iupac/gtpoc/H.html
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