The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Bromo-6-(bromomethyl)naphthalene( cas:305798-02-1 ) is researched.Related Products of 305798-02-1.Uchikura, Tatsuhiro; Ono, Kosuke; Takahashi, Kohei; Iwasawa, Nobuharu published the article 《Utilization of Donor-Acceptor Interactions for the Catalytic Acceleration of Nucleophilic Additions to Aromatic Carbonyl Compounds》 about this compound( cas:305798-02-1 ) in Angewandte Chemie, International Edition. Keywords: arylsilyloxycarboxylate preparation; vinylsilylether arylaldehyde nucleophilic addition macrocyclic boronic ester catalyst; carbonyl compounds; donor-acceptor systems; host-guest systems; supramolecular chemistry. Let’s learn more about this compound (cas:305798-02-1).
A conceptually new method for the catalytic electrophilic activation of aromatic carbonyl substrates, by utilizing donor-acceptor interactions between an electron-deficient macrocyclic boronic ester host ([2+2]BTH-F) and an aromatic carbonyl guest substrate, was realized. In the presence of a catalytic amount of [2+2]BTH-F, dramatic acceleration of the nucleophilic addition of a ketene silyl acetal towards either electron-rich aromatic aldehydes or ketones was achieved. Several control experiments confirmed that inclusion of the aromatic substrates within [2+2]BTH-F, through efficient donor-acceptor interactions, is essential for the acceleration of the reaction.
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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem