Synthesis of 2‑Substituted 1,2-Dihydronaphthalenes and 1,2-Dihydroanthracenes Using a Recyclable Molybdenum Dearomatization Agent
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https://figshare.com/articles/dataset/Synthesis_of_2_Substituted_1_2_Dihydronaphthalenes_and_1_2_Dihydroanthracenes_Using_a_Recyclable_Molybdenum_Dearomatization_Agent/2146804
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资源简介:
Polycyclic
aromatic hydrocarbons (PAHs; e.g., naphthalene and anthracene)
form stable η2-bound complexes with the dearomatizing
fragment {TpMo(NO)(MeIm)} (where Tp = hydridotris(pyrazolyl)borate;
MeIm = 1-methylimidazole). These complexes undergo protonation at
the α carbon followed by regioselective nucleophilic addition
at the adjacent β carbon. The nucleophile (a pyrrole or an enolate)
adds stereoselectively, anti to the face of metal coordination. The
resulting 1,2-dihydroarene ligand may be isolated via metal oxidation
by iodine to provide the free 1,2-dihydroarene in moderate yield (∼60%),
as well as TpMo(NO)(MeIm)(I), the precursor of the original PAH complex
(∼80–90%). Thus, a formal catalytic cycle for the dearomatization
of naphthalene and anthracene has been demonstrated.
创建时间:
2016-02-13



