5819-94-3

Upstream product

• 98085-84-8 2,2'-Dimethoxy-5,5'-di-tert-butyldiphenylmethane 
• 108-24-7 acetic anhydride 

Downstream Products

• 5819-98-7 Bis-(5-bromacetyl-2-methoxyphenyl)-methan 
• 5819-95-4 Bis(2-methoxy-5-carboxymethylphenyl)methane 
• 5839-69-0 Bis(2-methoxy-5-carboxyphenyl)methane 
• 5819-96-5 N-Methylamide of Bis(2-methoxy-5-carboxymethylphenyl)methane 
• 5819-51-2 Bis(2-methoxy-5-dimethylcarbamoylphenyl)methane 
• 7454-19-5 N,N-Dimethylamide of Bis(2-methoxy-5-carboxymethylphenyl)methane 
• 5819-92-1 Bis<2-Methoxy-5-(β-dimethylamino-ethyl)-phenyl>methan 

Relevant academic research and scientific papers

Friedel-Crafts ipso-Acylations of 2-Substituted 4-tert-Butylanisoles and p-tert-Butylmethoxymetacyclophanes

Acylation of 1,n-bis(5-tert-butyl-2-methoxyphenyl)alkanes 6 with acid chloride or acid anhydride in the presence of Lewis acids afforded only the product arizing from two-fold ipso-acylation at the tert-butyl groups; similar reaction of 1,2-bis(5-tert-butyl-2-methoxy-3-methylphenyl)alkanes 8 led only to the recovery of the starting compounds, thus differing from the nitration of 8 with fuming HNO3 at room temperature which affords in quantitative yield the selective ipso-nitration product at the tert-butyl groups.However, the ipso-acylation reactions of 5,13-di-tert-butyl-8,16-dimethoxymeta-cyclophane 15 led to the first-reported direct introduction of an acyl group due to a through-space electronic interaction with the opposing benzene ring.In contrast the selective ipso-acylation reaction was not observed in the case of the larger ring sized macrocyclic meta-cyclophane, p-tert-butyltetramethoxycalix(4)arene.