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Lewis bases


A Lewis acid is a chemical species that contains an empty orbital which is capable of accepting an electron pair from a Lewis base to form a Lewis adduct. A Lewis base, then, is any species that has a filled orbital containing an electron pair which is not involved in bonding but may form a dative bond with a Lewis acid to form a Lewis adduct. For example, NH3 is a Lewis base, because it can donate its lone pair of electrons. Me3B is a Lewis acid as it is capable of accepting a lone pair. In a Lewis adduct, the Lewis acid and base share an electron pair furnished by the Lewis base, forming a dative bond. In the context of a specific chemical reaction between NH3 and Me3B, the lone pair from NH3 will form a dative bond with the empty orbital of Me3B to form an adduct NH3•BMe3. The terminology refers to the contributions of Gilbert N. Lewis.

In many cases, the interaction between the Lewis base and Lewis acid in a complex is indicated by an arrow indicating the Lewis base donating electrons toward the Lewis acid using the notation of a dative bond—for example, Me3B←NH3. Some sources indicate the Lewis base with a pair of dots (the explicit electrons being donated), which allows consistent representation of the transition from the base itself to the complex with the acid:

A center dot may also be used to represent a Lewis adduct, such as Me3B•NH3. Another example is boron trifluoride diethyl etherate, BF3•Et2O. The center dot is also used to represent hydrate coordination in various crystals, as in MgSO4·7H2O for hydrated magnesium sulfate. In general, however, the donor–acceptor bond is viewed as simply somewhere along a continuum between idealized covalent bonding and ionic bonding.


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