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. Author manuscript; available in PMC: 2018 Oct 20.
Published in final edited form as: J Org Chem. 2017 Oct 10;82(20):11072–11083. doi: 10.1021/acs.joc.7b02017

Table 1.

Product Yields from Photolysis of Radical Cation Precursor 6

% yielda

conditionsb 13 14 27 16 17 26 T 6 mass balance
H2O 3.4 ± 0.6 3.7 ± 0.1 3.2 ± 0.1 2.0 ± 0.1 1.2 ± 0.0 4.4 ± 0.1 30.1 ± 0.5 6.8 ± 0.9 54.8 ± 0.7
BMEc 0.6 ± 0.1 6.7 ± 0.9 3.9 ± 0.1 42.5 ± 0.2 9.2 ± 3.5 63.0 ± 4.8
pH 5.0 (Chelex) 1.5 ± 0.3 4.3 ± 1.1 2.1 ± 0.5 2.1 ± 0.2 1.7 ± 0.3 3.6 ± 0.0 27.3 ± 0.3 5.2 ± 0.5 47.9 ± 2.3
pH 7.2 4.8 ± 0.1 3.6 ± 0.1 1.9 ± 0.1 1.1 ± 0.1 4.0 ± 0.1 1.0 ± 0.1 36.1 ± 0.8 5.6 ± 0.5 58.1 ± 0.5
a

Yields and mass balances are the average ± standard deviation of at least 3 measurements.

b

All experiments were carried out in a 1:1 (v/v) mixture of CH3CN and the solvent listed.

c

[BME] = 10 mM.