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. Author manuscript; available in PMC: 2009 Nov 10.
Published in final edited form as: Chem Commun (Camb). 2008 Feb 4;(14):1665–1667. doi: 10.1039/b718915j

Table 1.

Reactivity and selectivity of 1 and 1·Mb in the sulfoxidation of thioanisole at pH= 7.a

Entry Cat. Bufferb Yieldc (%)
Sulfoxide:
Sulfone
Sulfoxide Sulfone
1 1 Mes 21.0±1.3 1.6±0.1 13.1: 1

2 1 Hepes 18.8±2.0 1.2±0.1 15.6: 1

3 1 His 32.4±1.1 2.8±0.5 11.6: 1

4 1 KPi 39.2±1.9 4.3±0.7 9.1: 1

5 1·Mb Mes 52.4±2.6 0d 100: 0

6 1·Mb Hepes 49.4±1.8 0d 100: 0

7 1·Mb His 44.7±2.9 0d 100: 0

8 1·Mb KPi 48.6±3.2 0d 100: 0
a

Reactions were performed with 5 mM substrate, 10 mM H2O2, and 0.5 mM catalyst in 200 μL buffer (50 mM, pH= 7, 5% MeOH) at 4°C for 10 min.

b

Buffers: Mes= 2-morpholinoethanesulfonic acid; Hepes= N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid; Tris= tris(hydroxymethyl)aminomethane; His= histidine; KPi= potassium phosphate.

c

Yields were determined by GC with a chiral G-TA column with acetophenone as an internal standard and standard deviation as reported in parentheses.

d

Sulfone was not detected.