Abstract
(C8H11N)2·Zn(OAc)2 (1a), (C8H11N)2·Cu(OAc)2 (1b), and (C8H11N)2·CuCl2 complexes are synthesized by a simple one-pot method. The crystal structures of 1a, 1b, and 1c are determined by X-ray crystallography. The complexes are also characterized by NMR, IR, MS, and elemental analysis and used as the catalysts applied to the Henry reaction; moderate to high yields are obtained at room temperature.
Similar content being viewed by others
References
U. P. Chaudhuri, R. W. Laura, M. Arunendu, et al., Inorgan. Chim. Acta, 360, 3610–3618 (2007).
S. Knapp, T. R. Keenan, X. H. Zhang, et al., J. Am. Chem. Soc., 109, No. 6, 1882/1883 (1987).
R. Nakon, E. M. Beadle, and J. R. J. Angelici, J. Am. Chem. Soc., 96, No. 3, 719–725 (1974).
B. E. Leach and R. J. Angelici, J. Am. Chem. Soc., 90, No. 10, 2504–2508 (1968).
D. Hopgood and R. J. Angelici, J. Am. Chem. Soc., 90, No. 10, 2508–2513 (1968).
R. Nakon and R. J. Angelici, J. Am. Chem. Soc., 96, No. 13, 4178–4182 (1974).
Y. Huang, G. R. Tang, and G. X. Jin, Organometal., 27, No. 2, 259–269 (2008).
F. T. Chen, G. R. Tang, and G. X. Jin, J. Organometal. Chem., 692, No. 16, 3435–3442 (2007).
J. A. Kim, H. Y. Park, J. C. Kim, et al., Inorgan. Chim. Acta, 361, 2087–2093 (2008).
A. Kleineweischede and J. Mattay, J. Organometal. Chem., 691, No. 9, 1834 (2006).
S. Mohamed, B. S. Goher, B. Brigitte, et al., Polyhedron, 27, No. 5, 1423–1431 (2008).
K. P. Sumanta, S. Rojalin, and M. Vadivelu, Polyhedron, 27, No. 2, 805–811 (2008).
D. Chakraborty and E. Y.-X. Chen, Organometal., 22, No. 13, 769–774 (2003).
K. Yu and C. W. Jones, Organometal., 22, No. 4, 2571–2580 (2003).
B. M. Trost, V. S. C. Yeh, H. Ito, and N. Bremeyer, Org. Lett., 4, No. 16, 2621–2623 (2002).
T. Kudoh, T. Ishikawa, Y. Shimizu, and S. Saito, Org. Lett., 5, No. 21, 3875–3878 (2003).
F. F. Paintner, L. Allmendinger, G. Bauschke, and P. Klemann, Org. Lett., 7, No. 7, 1423–1426 (2005).
H. Sasai, T. Suzuki, and N. Itoh, J. Am. Chem. Soc., 115, No. 22, 10372/10373 (1993).
E. J. Corey and F. Y. Zhang, Angew. Chem. Int. Ed., 38, Nos. 13/14, 1931–1934 (1999).
A. Evans, K. A. Woerpel, and M. M. Hinman, J. Am. Chem. Soc., 113, No. 2, 726–728 (1991).
C. Christensen, K. Juhl, and K. A. Jorgensen, Chem. Commun., 2222 (2001).
K. R. Knudsen, T. Risgaard, and N. Nishiwaki, J. Am. Chem. Soc., 123, No. 24, 5843/5844 (2001).
B. M. Trost, V. S. C. Yeh, and H. Ito, Org. Lett., 4, No. 16, 2621–2623 (2002).
B. M. Trost and V. S. C. Yeh, Angew. Chem. Int. Ed., 41, No. 5, 861–863 (2002).
Y. Misumi and K. Matsumoto, Angew. Chem. Int. Ed., 41, No. 6, 1031–1033 (2002).
M. Colak, T. Aral, H. Hosgoren, and N. Demirel, Tetrahedron: Asymmetry, 18, No. 9, 1129–1133 (2008).
G. M. Sheldrick, SHELXS-97, Program for X-ray Crystal Structure Solution, Univ. Göttingen, Germany (1997); G. M. Sheldrick, SHELXL-97, Program for X-ray Crystal Structure Refinement, Univ. Göttingen, Germany (1997).
G. H. Stout and L. H. Jensen, X-Ray Structure Determination: a Practical Guide, MacMillan, New York (1968).
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text Copyright © 2011 by L. Mei, C. Jie, H. B. Yang, Z. S. Ming, Y. Hao, and T. H. Ming
The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 52, No. 4, pp. 769–775, July–August, 2011.
Rights and permissions
About this article
Cite this article
Mei, L., Jie, C., Yang, H.B. et al. Synthesis of (C8H11N)2·Zn(OAc)2, (C8H11N)2·Cu(OAc)2, and (C8H11N)2·CuCl2 complexes and application to the Henry reaction. J Struct Chem 52, 748–754 (2011). https://doi.org/10.1134/S0022476611040159
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0022476611040159