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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.
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 ...
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]
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 ...
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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) Lithium monoxide anion (LiO −) was considered the strongest superbase before ...
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