Skip to main content
. Author manuscript; available in PMC: 2015 Jan 8.
Published in final edited form as: J Am Chem Soc. 2013 Dec 18;136(1):291–298. doi: 10.1021/ja409824b

Table 1.

Racemization Rate Constants for Phenyl Allyl Sulfoxide

graphic file with name nihms550838u1.jpg
Entry Solvent Catalyst (2 mol%) k (hr−1)a τ1/2 (h)
1b 1,2-DCE None 0.0105 (3) 66
2b 1,2-DCE Pd(PhCN)2Cl2 0.181 (4) 3.8
3c MeOH None 0.0022 (1) 315
4c MeOH [Rh(L)]BF4 0.072 (5) 9.6
5c 9:1 tol:DCM None 0.0870 (2) 8.0
6c 9:1 tol:DCM [Rh(L)]BF4 0.0949(5) 7.3
a

Rate constant for racemization, see Reist et al.26 for definitions. All rate constants are mean values of 3 kinetic runs. Values in parenthesis are sample standard deviations in the final decimal place.

b

Measured by the polarimetry method.

c

Measured by the SFC method. L = COD + (S,S)-Ph-BPE