Work

The barrier to enantiomerization of N-Boc-2-lithiopyrrolidine: the effect of chiral and achiral diamines

Year: 2007

Type: article

Abstract: (-)-Sparteine and TMEDA dramatically lower both enthalpy and entropy of activation for the barrier to enantiomerization of N-Boc-2-lithiopyrrolidine in diethyl ether, whereas N,N'-diisopropylbispidine has little effect; the entropy of activation for enantiomerization is zero in the presence of TMEDA and slightly negative in the presence of sparteine; these data suggest a subtle change in mechanism of enantiomerization in the presence of TMEDA and sparteine.

Source: Chemical Communications

DOI: 10.1039/b714302h

Authors: Taher I. Yousaf, Roger L. Williams, Iain Coldham, Robert E. Gawley

Institutions: University of Arkansas at Fayetteville, Eastern New Mexico University, University of Sheffield

Language: English

Topic: Coordination Chemistry and Organometallics

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Center for Research Resources

Award: Center for Protein Structure and Function