In 2019,Nature Chemistry included an article by Xia, Guoqin; Weng, Jiang; Liu, Luoyan; Verma, Pritha; Li, Ziqi; Yu, Jin-Quan. Reference of 1-Iodo-4-methylbenzene. The article was titled 《Reversing conventional site-selectivity in C(sp3)-H bond activation》. The information in the text is summarized as follows:
One of the core barriers to developing C-H activation reactions is the ability to distinguish between multiple C-H bonds that are nearly identical in terms of electronic properties and bond strengths. Through recognition of distance and mol. geometry, remote C(sp2)-H bonds have been selectively activated in the presence of proximate ones. Yet achieving such unconventional site selectivity with C(sp3)-H bonds remains a paramount challenge. Here we report a combination of a simple pyruvic acid-derived directing group and a 2-pyridone ligand that enables the preferential activation of the distal γ-C(sp3)-H bond over the proximate β-C(sp3)-H bonds for a wide range of alc.-derived substrates [e.g., I + Me 4-iodobenzoate → II (52%, + 23% diarylated, after esterification)]. A competition experiment between the five- and six-membered cyclopalladation step, as well as kinetic experiments, demonstrate the feasibility of using geometric strain to reverse the conventional site selectivity in C(sp3)-H activation. The experimental process involved the reaction of 1-Iodo-4-methylbenzene(cas: 624-31-7Reference of 1-Iodo-4-methylbenzene)
1-Iodo-4-methylbenzene(cas: 624-31-7) undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid catalyzed by (Ni,Mg)3Si2O5(OH)4 solid-solution nanotubes loaded with palladium.Reference of 1-Iodo-4-methylbenzene
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com