Ir(III) undergoes oxidative addition into H₂ (or T₂) → C–H activation via σ-bond metathesis at electron-rich C(sp³) → reductive elimination of H-T into the same position. Aromatic C–Hs are too acidic and not accessible under neutral, non-polar conditions.
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Draw out complete curved-arrow mechanisms to avoid missing unexpected rearrangements like hydride or alkyl shifts.
is heated to 150°C, smoothly yielding a bicyclic product after an immediate, spontaneous trapping by maleic anhydride. Identify the intermediate and the final product, specifying all stereocenters. Solution and Analysis A thermal advanced organic chemistry practice problems 2021
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Propose a catalytic cycle for this Pd(II)/Pd(IV)-mediated C–H fluorination. Explain why the tertiary C–H is favored over the secondary C–H bonds, referencing the stereoelectronic and steric effects of the ligand.
: The target contains a six-membered ring fused to a five-membered ring with a 1,4-dicarbonyl relationship. Ir(III) undergoes oxidative addition into H₂ (or T₂)
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O // C / \ CH CH2 / \ CH2 CH2 \ / CH — CH / \ CH2 C=O \ / CH2-CH2 Step-by-Step Strategic Breakdown This link or copies made by others cannot be deleted
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Predict the product of 4-chloropyridine with sodium methoxide in DMSO at 80°C.