Triazabicyclodecene
Triazabicyclodecene is a commercially available bicyclic strong guanidine base. TBD is an organic soluble base that has been used effectively for a variety of base-mediated organic transformations such as:
- Michael reactions,
- Henry,
- Wittig reactions,
- Horner–Wadsworth–Emmons reactions,
- transesterification reactions,
- etherifications,
- ring-opening polymerizations,
- tautomerizations and epimerizations
- P–C and P–N bond formations,
- Knoevenagel condensations,
- deprotonation reactions of phenols, carboxylic acids and C-acids,
- aminolysis of esters.
polymerization. TBD is used as a catalyst in the ring opening polymerization of caprolactone to polycaprolactone. TBD acts as a bifunctional catalyst with simultaneous acyl transfer and hydrogen bonding.
It is also known in deprotonated form, often as a ligand, for instance in Ditungsten tetra
