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(A) Comparison of the three proposed mechanisms of CuII-catalyzed S-nitrosylation,51,92 involving (i) electrophilic addition to CuII, (ii) radical attack of S, and (iii) direct attack of the Cu–S bond. (B) Comparison of the orbital overlap requirements for NO attack of CuII–S via (i) S(pσ) vs (ii) S(pπ) interactions.
