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As the name suggests, a non-nucleophilic base is a sterically hindered organic base that is a poor nucleophile.Normal bases are also nucleophiles, but often chemists seek the proton-removing ability of a base without any other functions.
Pages in category "Non-nucleophilic bases" The following 26 pages are in this category, out of 26 total. This list may not reflect recent changes. ...
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] These properties recommend DBU for use as a catalyst, for example as a curing agent for epoxy resins and polyurethane.
1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) is a chemical compound with the formula C 7 H 12 N 2. [1] It is an amidine base used in organic synthesis. A related compound with related functions is 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The relatively complex nature of the formal names for DBU and DBN (hence the common use of acronyms) reflects the ...
Bases are defined by the Brønsted–Lowry theory as chemical substances that can accept a proton, i.e., a hydrogen ion. In water this is equivalent to a hydronium ion). The Lewis theory instead defines a Base as an electron-pair donor. The Lewis definition is broader — all Brønsted–Lowry bases are also Lewis bases.
N,N-Diisopropylethylamine, or Hünig's base, is an organic compound that is a tertiary amine. It is named after the German chemist Siegfried Hünig . It is used in organic chemistry as a non-nucleophilic base. It is commonly abbreviated as DIPEA, DIEA, or i-Pr 2 NEt.
Tetramethylguanidine is mainly used as a strong, non-nucleophilic base for alkylations, often as a substitute for the more expensive DBU and DBN. [3] Since it is highly water-soluble, it is easily removed from mixtures in organic solvents. It is also used as a base-catalyst in the production of polyurethane. [4]
Phosphazene bases are strong non-metallic non-ionic and low-nucleophilic bases. They are stronger bases than regular amine or amidine bases. Protonation takes place at a doubly bonded nitrogen atom. Related to phosphazene bases are the Verkade bases, which feature P(III) with three amido substituents and a transannular amine.