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Kinetic evidence of an apparent negative activation enthalpy in an organocatalytic process

Journal Article


Abstract


  • A combined kinetic and computational study on our tryptophan-based bifunctional thiourea catalyzed asymmetric Mannich reactions reveals an apparent negative activation enthalpy. The formation of the pre-transition state complex has been unambiguously confirmed and these observations provide an experimental support for the formation of multiple hydrogen bonding network between the substrates and the catalyst. Such interactions allow the creation of a binding cavity, a key factor to install high enantioselectivity.

Publication Date


  • 2013

Citation


  • Han, X., Lee, R., Chen, T., Luo, J., Lu, Y., & Huang, K. W. (2013). Kinetic evidence of an apparent negative activation enthalpy in an organocatalytic process. Scientific Reports, 3. doi:10.1038/srep02557

Scopus Eid


  • 2-s2.0-84884188825

Volume


  • 3

Abstract


  • A combined kinetic and computational study on our tryptophan-based bifunctional thiourea catalyzed asymmetric Mannich reactions reveals an apparent negative activation enthalpy. The formation of the pre-transition state complex has been unambiguously confirmed and these observations provide an experimental support for the formation of multiple hydrogen bonding network between the substrates and the catalyst. Such interactions allow the creation of a binding cavity, a key factor to install high enantioselectivity.

Publication Date


  • 2013

Citation


  • Han, X., Lee, R., Chen, T., Luo, J., Lu, Y., & Huang, K. W. (2013). Kinetic evidence of an apparent negative activation enthalpy in an organocatalytic process. Scientific Reports, 3. doi:10.1038/srep02557

Scopus Eid


  • 2-s2.0-84884188825

Volume


  • 3