Lewis Acid/Base Interaction Matrix Database


Type 11 Lewis Acid/Base Complexation Chemistry
Ionic Salts, Proton Transfer or Alkylation

               [NH4]+      +     Cl           NH4Cl

Bonding: Charge controlled ionic complexes or some type of ligand transfer reaction pathway.
Charge: The charge on a Type 11 complex is always neutral.
Chemistry:

Onium ions exhibit three types chemistry with Lobe-HOMO Lewis bases:

  • Ionic salt formation:
                   [NH4]+      +     Cl           NH4Cl
  • Proton transfer from the onium ion to lobe-HOMO Lewis base:
                   [NH4]+      +     OH          NH4OH
  • Alkyl carbenium ion transfer from the onium ion to the lobe-HOMO Lewis base:
                   [(CH3)3O]+   + :NR3    (CH3)2O:  +  [CH3–NR3]+
Congeneric Series:

There are many congeneric series and two dimensional congeneric planars, for example the alkyl ammonium halide planar:

 
F
Cl
Br
I
[NH4]+
[NH4]+F
[NH4]+Cl
[NH4]+Br
[NH4]+I
[RNH3]+
[RNH3]+F
[RNH3]+Cl
[RNH3]+Br
[RNH3]+I
[R2NH2]+
[R2NH2]+F
[R2NH2]+Cl
[R2NH2]+Br
[R2NH2]+I
[R3NH]+
[R3NH]+F
[R3NH]+Cl
[R3NH]+Br
[R3NH]+I
[R4N]+
[R4N]+F
[R4N]+Cl
[R4N]+Br
[R4N]+I
Type 11 Lewis acid/base complex (generic)
Ammonium acetate

more here
Ammonium bromide

more here
Ammonium chloride

more here
Ammonium fluoride

more here
Ammonium hydrogen difluoride

more here
Ammonium hydrogen sulfide

more here
Ammonium hydrosulfide

more here
Ammonium nitrate

more here
Ammonium nitrite

more here
Ammonium perchlorate

more here
Ammonium sulfate

more here
Ammonium sulfite

more here
Ammonium thiosulfate

more here
Diammonium peroxodisulfate

more here
Oxonium ion/18-Crown-6 Complex

more here
Pyridinium hydrochloride

more here
Triethyloxonium tetrafluoroborate

more here
Trimethylsulfoxonium iodide

more here


Interactions and reactions classified as:
Type 11 Lewis Acid/Base Complexation Chemistry
      1 +1 +1 + 1 +1
      1 +1 1
      1 +1 1
      1 +1 1
      1 +1 1
      1 +1 1
      2 +1 1
      1 +1 1
      1 +1 1
       +
      1 +1 1 +1
      1 +1 1
      1 +1 1
      1 +1 1
      2 +1 1
      2 +1 +1 1
      2 +1 1
      1 +1 1
      1 +1 1
      1 +1 2



Poster
Nucleophiles & Bases

© Mark R. Leach 1999-


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