Question
A 2022 paper by Chan et al. detailed a method for specific C-H activation at this position in unfunctionalized arenes without the use of a direct metalation group. For 10 points each:
[10e] Name this position on an arene, which is difficult to functionalize due to steric hindrance. Unlike meta or para substituents, groups are said to occupy this relative position when they are directly next to each other.
ANSWER: ortho
[10m] Chan, et al. accomplished ortho-C-H activation via the use of complexes containing this metal. A square planar complex with this metal at its center called Vaska’s complex is often used for oxidative addition.
ANSWER: iridium [or Ir]
[10h] Description acceptable. Chan et al.’s ortho-C-H activation method was possible because the iridium complex bonds to the arene in this fashion, making the ring nonplanar. Butadiene is classified as an L2 (“L two”) ligand when it binds to a metal center in this way.
ANSWER: eta-4 binding [or hapticity of 4; accept answers that say that the metal bonds to four continuous carbon atoms]
<Omer, Chemistry>
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