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

Xiao Han, Richmond Lee, Tao Chen, Jie Luo, Yixin Lu, Kuo-Wei Huang

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

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.
Original languageEnglish (US)
JournalScientific Reports
Volume3
Issue number1
DOIs
StatePublished - Aug 30 2013

ASJC Scopus subject areas

  • General

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