77032-84-9Relevant academic research and scientific papers
Nickel-Catalyzed Addition of Aryl Bromides to Aldehydes to Form Hindered Secondary Alcohols
Garcia, Kevin J.,Gilbert, Michael M.,Weix, Daniel J.
supporting information, p. 1823 - 1827 (2019/02/14)
Transition-metal-catalyzed addition of aryl halides across carbonyls remains poorly developed, especially for aliphatic aldehydes and hindered substrate combinations. We report here that simple nickel complexes of bipyridine and PyBox can catalyze the addition of aryl halides to both aromatic and aliphatic aldehydes using zinc metal as the reducing agent. This convenient approach tolerates acidic functional groups that are not compatible with Grignard reactions, yet sterically hindered substrates still couple in high yield (33 examples, 70% average yield). Mechanistic studies show that an arylnickel, and not an arylzinc, adds efficiently to cyclohexanecarboxaldehyde, but only in the presence of a Lewis acid co-catalyst (ZnBr2).
Effect of substituents on diarylmethanes for antitubercular activity
Panda, Gautam,Parai, Maloy Kumar,Das, Sajal Kumar,Shagufta,Sinha, Manish,Chaturvedi, Vinita,Srivastava, Anil K.,Manju,Gaikwad, Anil N.,Sinha, Sudhir
, p. 410 - 419 (2008/02/02)
Aminoalkyl derivatives of diarylmethanes were prepared using Grignard, Friedel-Crafts arylation and aminohydrochloride chain formation reactions. These series of compounds were evaluated against Mycobacterium tuberculosis H37Rv and s
Hard-soft acid-base (HSAB) principle and difference in d-orbital configurations of metals explain the regioselectivity of nucleophilic attack to a carbinol in Friedel-Crafts reaction catalyzed by Lewis and protonic acids
Panda, Gautam,Mishra, Jitendra K.,Shagufta,Dinadayalane,Sastry, G. Narahari,Negi, Devendra S.
, p. 276 - 287 (2007/10/03)
The alkylations of aromatic compounds in presence of protonic acids yield two alkylated products arising from attack of a nucleophile (hard or soft) at two different carbocation (hard or soft) centers of a single compound. Hybrid density functional theory at B3LYP/6-31G* and B3LYP/6-31G levels and semiempirical calculations are employed to explain the observed trends in Friedel-Crafts reaction. Local HSAB principle based on local softness values explains the observed experimental reactivities.
