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  2. Superbase - Wikipedia

    en.wikipedia.org/wiki/Superbase

    Another type of organometallic superbase has a reactive metal exchanged for a hydrogen on a heteroatom, such as oxygen (unstabilized alkoxides) or nitrogen (metal amides such as lithium diisopropylamide). [23] The Schlosser base (or Lochmann-Schlosser base), the combination of n-butyllithium and potassium tert-butoxide, is commonly cited as a ...

  3. Diethynylbenzene dianion - Wikipedia

    en.wikipedia.org/wiki/Diethynylbenzene_dianion

    According to calculations, ortho-diethynylbenzene dianion is the strongest superbase and has a proton affinity of 1,843.987 kJ/mol (440.723 kcal/mol). [1] The meta isomer is the second-strongest, and the para isomer is the third. All three are readily able to accept any proton to its ethynyl tails, from almost any compound.

  4. Base (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Base_(chemistry)

    Strongest superbases are synthesised in only gas phase: Ortho-diethynylbenzene dianion (C 6 H 4 (C 2) 2) 2− (the strongest superbase ever synthesized) Meta-diethynylbenzene dianion (C 6 H 4 (C 2) 2) 2− (second strongest superbase) Para-diethynylbenzene dianion (C 6 H 4 (C 2) 2) 2− (third strongest superbase)

  5. Proton affinity - Wikipedia

    en.wikipedia.org/wiki/Proton_affinity

    The higher the proton affinity, the stronger the base and the weaker the conjugate acid in the gas phase.The (reportedly) strongest known base is the ortho-diethynylbenzene dianion (E pa = 1843 kJ/mol), [3] followed by the methanide anion (E pa = 1743 kJ/mol) and the hydride ion (E pa = 1675 kJ/mol), [4] making methane the weakest proton acid [5] in the gas phase, followed by dihydrogen.

  6. Verkade base - Wikipedia

    en.wikipedia.org/wiki/Verkade_base

    In chemistry, the Verkade base (or Verkade superbase) is a powerful superbase with the formula P(MeNCH 2 CH 2) 3 N. A colorless oil, it is an aminophosphine although its inventor John Verkade called it proazaphosphatrane. The trimethyl derivative or 2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane is the simplest. [1]

  7. Lithium monoxide anion - Wikipedia

    en.wikipedia.org/wiki/Lithium_monoxide_anion

    Lithium monoxide anion (LiO −) is a superbase existing in the gas phase. It was the strongest known base until 2008, when the isomeric diethynylbenzene dianions were determined to have a higher proton affinity. The methanide ion CH − 3 was the strongest known base before lithium monoxide anion was discovered. [2] LiO − has a proton ...

  8. Category:Superbases - Wikipedia

    en.wikipedia.org/wiki/Category:Superbases

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  9. 1,8-Diazabicyclo(5.4.0)undec-7-ene - Wikipedia

    en.wikipedia.org/wiki/1,8-Diazabicyclo(5.4.0...

    As a reagent in organic chemistry, DBU is used as a ligand and base. As a base, protonation occurs at the imine nitrogen. [5] Lewis acids also attach to the same nitrogen. [6]