Cross-Coupling Reactions through the Intramolecular Activation of Alkyl(triorgano)silanes was written by Nakao, Yoshiaki;Takeda, Masahide;Matsumoto, Takuya;Hiyama, Tamejiro. And the article was included in Angewandte Chemie, International Edition in 2010.Reference of 644-98-4 This article mentions the following:
Cross-coupling reactions of 2-(2-hydroxyprop-2-yl)phenyl-substituted alkylsilanes, e.g., I, with a variety of aryl bromides/chlorides, e.g., 4-chlorobenzonitrile, proceeded in the presence of palladium and copper catalysts to give alkyl-coupled products, e.g., 4-butylbenzonitrile. The use of K3PO4 allowed for highly chemoselective alkyl coupling with both primary and secondary alkyl groups. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Reference of 644-98-4).
2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Reference of 644-98-4