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Lewis Acid/Base Interaction Matrix Database


Type 11 Lewis Acid/Base Complexation Chemistry

Ionic Salts, Proton Transfer or Alkylation
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

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Ammonium bromide

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Ammonium chloride

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Ammonium fluoride

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Ammonium hydrogen difluoride

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Ammonium hydrogen sulfide

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Ammonium hydrosulfide

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Ammonium nitrate

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Ammonium nitrite

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Ammonium perchlorate

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Ammonium sulfate

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Ammonium sulfite

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Ammonium thiosulfate

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Diammonium peroxodisulfate

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Oxonium ion/18-Crown-6 Complex

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Pyridinium hydrochloride

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Triethyloxonium tetrafluoroborate

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Trimethylsulfoxonium iodide

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