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. 2020 Aug 28;22(18):7202–7207. doi: 10.1021/acs.orglett.0c02544

Scheme 2. Synthesis of Mixed Donor–Acceptor Porphyrins.

Scheme 2

Reagents and conditions: (a) pyridine, CH3CN/CHCl3 (1:1 v/v), 1 h; (b) HgO, HBF4, THF, 5 h; (c) (i) 6, NaBH4, THF/MeOH (3:1 v/v), 2 h, (ii) 7 (4, for 3a-H2), p-TSA, CHCl3/MeOH (100:1 v/v), 1 h; (iii) DDQ, 2 h; (d) Zn(OAc)2·2H2O, CHCl3/MeOH (3:1 v/v); (e) HCl, reflux, 24 h; (f) 2,6-diisopropylaniline, acetic acid, 20 h, reflux. Tol = p-tolyl, dipp = 2,6-diisopropylphenyl.