The Glaser–Hay Reaction: Optimization and Scope Based on 13C NMR Kinetics Experiments

MH Vilhelmsen, J Jensen, CG Tortzen…

Index: Vilhelmsen, Mie H.; Jensen, Jonas; Tortzen, Christian G.; Nielsen, Mogens B. European Journal of Organic Chemistry, 2013 , # 4 p. 701 - 711

Full Text: HTML

Citation Number: 24

Abstract

Abstract The oxidative Glaser–Hay coupling of two terminal alkynes to furnish a butadiyne is a key reaction for acetylenic scaffolding. Although the reaction is performed under rather simple conditions [CuCl/TMEDA/O 2 (air)], the mechanism is still under debate. Herein we present detailed studies on the scope of this reaction by using both 13 C NMR and UV/Vis spectroscopic methods. The former method was used to study the kinetics of the coupling ...

Related Articles:

Sonogashira coupling reaction with diminished homocoupling

[Elangovan, Arumugasamy; Wang, Yu-Hsiang; Ho, Tong-Ing Organic Letters, 2003 , vol. 5, # 11 p. 1841 - 1844]

Synthesis of conjugated 2 and 2, 5-(ethenyl) and (ethynyl) phenylethynyl thiophenes: fluorescence properties

[Rodriguez, J. Gonzalo; Esquivias, Jorge; Lafuente, Antonio; Rubio, Laura Tetrahedron, 2006 , vol. 62, # 13 p. 3112 - 3122]

Synthesis of conjugated 2 and 2, 5-(ethenyl) and (ethynyl) phenylethynyl thiophenes: fluorescence properties

[Rodriguez, J. Gonzalo; Esquivias, Jorge; Lafuente, Antonio; Rubio, Laura Tetrahedron, 2006 , vol. 62, # 13 p. 3112 - 3122]

Synthesis of conjugated 2 and 2, 5-(ethenyl) and (ethynyl) phenylethynyl thiophenes: fluorescence properties

[Rodriguez, J. Gonzalo; Esquivias, Jorge; Lafuente, Antonio; Rubio, Laura Tetrahedron, 2006 , vol. 62, # 13 p. 3112 - 3122]

Sonogashira coupling reaction with diminished homocoupling

[Elangovan, Arumugasamy; Wang, Yu-Hsiang; Ho, Tong-Ing Organic Letters, 2003 , vol. 5, # 11 p. 1841 - 1844]

More Articles...