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 [de] in 1869.[1][2] He suggested the following process on his way to diphenylbutadiyne:
CuCl + PhC2H + NH3 → PhC2Cu + NH4Cl
4PhC2Cu + 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.
The Glasercoupling 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)...
intermediates in coupling reactions. Examples include Sonogashira coupling, Cadiot-Chodkiewicz coupling, Glasercoupling and Eglinton coupling. Some acetylides...
the formation of alkyne dimers. This leads to what is known as the Glasercoupling reaction, which is an undesired formation of homocoupling products...
In organic chemistry, a coupling reaction is a type of reaction in which two reactant molecules are bonded together. Such reactions often require the aid...
It is a member of the diyne chemical class and can be made via the Glasercoupling of phenylacetylene However, a variety of other synthesis methods have...
is the basis of alkyne coupling reactions, including the Cadiot–Chodkiewicz coupling, Glasercoupling, and the Eglinton coupling shown below: 2 R − ≡ −...
processes. Oxidative coupling is the coupling of copper acetylides to conjugated alkynes in the Glasercoupling (for example in the synthesis of cyclooctadecanonaene)...
using inductive coupling between coils of wire, or by electric fields using capacitive coupling between metal electrodes. Inductive coupling is the most widely...
the Glasercoupling or its associated Elinton and Hay protocols are used. Moreover, many of such procedures involve a Cadiot–Chodkiewicz coupling or similar...
magnetic resonance (ssNMR) F. Kramer, M.V. Deshmukh; S.J. Glaser (2004). "Residual dipolar coupling constants: An elementary derivation of key equations"...
nucleophile; ring closure to give a cyclic triyne was then accomplished by Glasercoupling of two terminal alkynes. The 5,9-fused bicyclic core was established...
diester 3 is an H-phosphonate coupling in solution while that of compounds 4 and 5 to give 6 is a phosphotriester coupling (see phosphotriester synthesis...
5. Episode 5. 44:57 minutes in. FX. Glaser, Nikki; Convy, Chris. "I Miss David Bowie". Not Safe with Nikki Glaser. Season 1. Episode 12. Comedy Central...
successful methodology for creating graphdiyne films using the Glaser–Hay cross-coupling reaction with hexaethynylbenzene. The proposed approach makes...
reversible reaction of succinyl-CoA to succinate. The enzyme facilitates the coupling of this reaction to the formation of a nucleoside triphosphate molecule...
fuels, The Lancet, Vol 400 November 5, DOI: 10.1016/ S0140-6736(22)01540-9 Glaser; et al. (2016). "Climate Change and the Emergent Epidemic of CKD from Heat...
impression even on Jewish writers who inherited his literary legacy. Amelia Glaser has noted the influence of Gogol's literary innovations on Sholem Aleichem...
larval supply. Science 283:1528–1530 [2]Hao Ye, Richard J. Beamish, Sarah M. Glaser, et al. 2015. Equation-free mechanistic ecosystem forecasting using empirical...
representations. Their theory qualitatively predicted the general pattern of coupling constant running, with plausible assumptions, it gave rough mass ratio...
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