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1,8-Diazabicyclo[5.4.0]undec-7-ene, or more commonly DBU, is a chemical compound and belongs to the class of amidine compounds. It is used in organic synthesis as a catalyst, a complexing ligand, and a non-nucleophilic base. [3]
A variety of amines and nitrogen heterocycles are useful bases of moderate strength (pK a of conjugate acid around 10-13) N,N-Diisopropylethylamine (DIPEA, also called Hünig's Base [1]), pK a = 10.75; 1,8-Diazabicycloundec-7-ene (DBU) - useful for E2 elimination reactions, pK a = 13.5; 1,5-Diazabicyclo(4.3.0)non-5-ene (DBN) - comparable to DBU
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 fact that these compounds are bicyclic and contain several functional groups.
NBS, in the presence of a strong base, such as DBU, reacts with primary amides to produce a carbamate via the Hofmann rearrangement. [18] Selective oxidation of alcohols
Also strong bases such as diazabicycloundecene (DBU), 1,5,7-triazabicyclo(4.4.0)dec-5-en (TBD) and the phosphazene BEMP are able to catalyze the ring-opening polymerization of β-butyrolactone in substance at 60 °C achieving a low molecular weight PHBs (M n < 21.000) with narrow molecular weight distribution. [19]
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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]
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