PdII-Catalyzed Site-selective β- and γ-C(sp3)-H Arylation of Primary Aldehydes Controlled by Transient Directing Groups was written by Li, Yi-Hao;Ouyang, Yuxin;Chekshin, Nikita;Yu, Jin-Quan. And the article was included in Journal of the American Chemical Society in 2022.Electric Literature of C10H22O The following contents are mentioned in the article:
Pd(II)-catalyzed site-selective β- and γ-C(sp3)-H arylation of primary aldehydes C(R)(R1)(R2)CH2CHO (R = Me, cyclohexylmethyl, 2,2-dimethylpropyl, etc.; R1 = H, Me; R2 = H, Me) and 2-cyclohexylacetaldehyde is developed by rational design of L,X-type transient directing groups (TDG). External 2-pyridone ligands such as (5-nitro-3-(trifluoromethyl)-2(1H)-pyridinone) are identified to be crucial for the observed reactivity. By minimizing the loading of acid additives, the ligand effect is enhanced to achieve high reactivities of the challenging primary aldehyde substrates. Site selectivity can be switched from the proximate to the relatively remote position by changing the bite angle of TDG to match the desired palladacycle size. Exptl. and computational investigations support this rationale for designing TDG to potentially achieve remote site-selective C(sp3)-H functionalizations. This study involved multiple reactions and reactants, such as 3,7-Dimethyloctan-1-ol (cas: 106-21-8Electric Literature of C10H22O).
3,7-Dimethyloctan-1-ol (cas: 106-21-8) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Electric Literature of C10H22O
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts