Abstract
Zwitterionic imidazolium and benzimidazolium salts bearing chiral amino acid moiety were synthesized using chiral NiII complexes. Different N-derivatives of the synthesized enantiomerically pure amino acids were prepared; their zwitterionic structures were confirmed by X-ray analysis.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
A. J. Arduengo, R. L. Harlow, M. K. Kline, J. Am. Chem. Soc., 1991, 113, 361.
D. Borissou, O. Guerret, F. P. Gabaï, G. Bertrand, Chem. Rev., 2000, 100, 39.
W. A. Herrmann, Angew. Chem., Int. Ed., 2002, 41, 1290.
J. Huang, L. Lafarpour, A. C. Hillier, E. D. Stevens, S. P. Nolan, Organometallics, 2001, 20, 2878.
D. Enders, O. Niemeier, A. Henseler, Chem. Rev., 2007, 107, 5606.
X. Chen, X. Li, A. Hu, F. Wang, Tetrahedron: Asymmetry, 2008, 19, 1.
Y. N. Belokon, A. V. Grachev, V. I. Maleev, V. N. Khrustalev, A. S. Peregudov, M. North, Tetrahedron: Asymmetry, 2008, 19, 756.
Y. N. Belokon, V. I. Tararov, V. I. Maleev, T. F. Savel’eva, M. G. Ryzhov, Tetrahedron: Asymmetry, 1998, 9, 4249.
Y. N. Belokon, A. S. Sagyan, S. A. Djamgaryan, V. I. Bakhmutov, S. I. Vitt, A. S. Batsanov, Y. T. Struchkov, V. M. Belikov, J. Chem. Soc., Perkin Trans. 1, 1990, 2301.
A. J. Gordon, R. A. Ford, The Chemist’s Companion, Wiley Interscience, New York—London—Sydney—Toronto, 1972.
Y. N. Belokon’, A. S. Sagyan, S. M. Djamgaryan, V. I. Bakhmutov, V. M. Belikov, Tetrahedron, 1988, 17, 5507.
G. M. Sheldrick, SADABS, v. 2.03, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, 2003.
A. L. Spek, PLATON, A Multipurpose Crystallographic Tool, Utrecht University, The Netherlands, 1998.
G. M. Sheldrick, Acta Cryst., Sect. A: Found. Crystallogr., 2008, 64, 112.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1245–1254, June, 2010.
Rights and permissions
About this article
Cite this article
Maleev, V.I., Grachev, A.V., Khrustalev, V.N. et al. Synthesis of novel non-proteinogenic α-amino acids with charged imidazolium fragment in the side chain. Russ Chem Bull 59, 1273–1283 (2010). https://doi.org/10.1007/s11172-010-0232-y
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-010-0232-y