Back Glaserovo párování Czech Glaser-Kupplung German Acoplamiento de Glaser Spanish جفتشدن گلیسر Persian Couplage de Glaser French Reazione di accoppiamento di Glaser Italian グレーサー反応 Japanese Glaser-koppeling Dutch கிளேசர் பிணைப்பு வினை Tamil 格拉泽偶联反应 Chinese
| Glaser coupling | |
|---|---|
| Named after | Carl Andreas Glaser |
| Reaction type | Coupling reaction |
| Identifiers | |
| Organic Chemistry Portal | glaser-coupling |
| RSC ontology ID | RXNO:0000098 |
The Glaser coupling is a type of coupling reaction. It is by far one of the oldest coupling reactions and is based on copper compounds like copper(I) chloride or copper(I) bromide and an additional oxidant like air. The base used in the original research paper is ammonia and the solvent is water or an alcohol. The reaction was first reported by Carl Andreas Glaser in 1869.[1][2] He suggested the following process on his way to diphenylbutadiyne:
- CuCl + PhC2H + NH3 → PhC2Cu + NH4Cl
- 4 PhC2Cu + O2 → 2PhC2C2Ph + 2Cu2O
- ^ Glaser, Carl (1870). "Untersuchungen über einige Derivate der Zimmtsäure" [Studies on some derivatives of cinnamic acid]. Annalen der Chemie und Pharmacie (in German). 154 (2): 137–171. doi:10.1002/jlac.18701540202.
- ^ Glaser, C. (1869). "Beiträge zur Kenntniss des Acetenylbenzols". Berichte der Deutschen Chemischen Gesellschaft. 2 (1): 422–424. doi:10.1002/cber.186900201183.