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. 2020 Sep 2;26(53):12180–12187. doi: 10.1002/chem.202002638

Figure 9.

Figure 9

Outcome of wet‐chemical approach towards eight‐fold γ–ortho cyclization. a) Best result achieved in a microwave reactor with 8, [Pd(PCy3)2Cl2] (8 equiv), DMAc/DBU (4:1, v:v), N2, 180 °C, 4 h; then silica gel plug filtration. b) Enlargement of the mass spectrum of the reaction outcome (simulation suggests a mixture of [8Pd−5 HCl−3 Cl+3 H]+/[8Pd−4 HCl−4 Cl+H]+/[8Pd−3 HCl−5 Cl+5 H]+/[8Pd−2 HCl−6 Cl+6 H]+/[8Pd−1 HCl−7 Cl+7 H]+=1:7:5:4:4. c) Normalized UV/Vis spectra of 8, 8Pd, and the isolated reaction outcome.