. Author manuscript; available in PMC: 2013 Jan 25.

Published in final edited form as: J Am Chem Soc. 2012 Jan 3;134(3):1490–1493. doi: 10.1021/ja211269w

Table 1.

Evaluation of Chiral NHC–Cu Complexes: Enantioselectivity^a

graphic file with name nihms-347402-t0008.jpg

entry	imid salt	conv (%)^b	S_N2′:S_N2^b	er^c; config.^d
1	2	67	>98:2	34:66; R
2	3a	82	90:10	45:55; R
3	3b	83	>98:2	26:74; R
4	4a	92	98:2	83:17; S
5	4b	*>98*	*96:4*	*95.5:4.5; S*

Reactions performed under N₂ atm.

Determined by analysis of 400 MHz ¹H NMR spectra of unpurified mixtures and refers to consumption of the substrate.

Determined by GLC analysis.

Configuration of the major enantiomer; see the Supporting Information for details.