ChemicalBook CAS DataBase List Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14)

Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14) synthesis

5synthesis methods

Product Name:Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14)
CAS Number:422269-95-2
Molecular formula:C30H18O8
Molecular Weight:506.46

523-27-3 Synthesis

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Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14)

422269-95-2
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Yield:-

Steps:

Multi-step reaction with 3 steps
1.1: n-butyllithium / diethyl ether; hexane / 0.33 h / 0 °C / Inert atmosphere; Schlenk technique
1.2: 0.5 h / Inert atmosphere; Schlenk technique
2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 5 h / 150 °C / Inert atmosphere; Sealed tube; Microwave irradiation; Schlenk technique
3.1: potassium hydroxide / 1,4-dioxane; water / 18 h / Inert atmosphere; Schlenk technique; Reflux
3.2: pH 2 / Inert atmosphere; Schlenk technique

References:

Peng, Yang;Krungleviciute, Vaiva;Eryazici, Ibrahim;Hupp, Joseph T.;Farha, Omar K.;Yildirim, Taner [Journal of the American Chemical Society,2013,vol. 135,# 32,p. 11887 - 11894]