期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 33, 页码 11482-11492出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b04480
关键词
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资金
- European Research Council Horizon 2020 Programme [ERC Starting Grant] [714620-TERPENECAT]
- Swiss National Science Foundation as part of the NCCR Molecular Systems Engineering
- Bayerische Akademie der Wissenschaften (lunges Kolleg)
The tail-to-head terpene tyclization is arguably one. of the most complex reactions found in nature. The hydrogen-bond-based resorcinarene capsule represents the first man-made enzyme-like catalyst that is capable of catalyzing this reaction. Based on noncovalent-interactions' between the 'capsule and the substrate, the product selectivity can be tuned by using different leaving groups. A detailed mechanistic investigation was performed to elucidate the reaction, mechanisril. For the cyclization of geranyi acetate, it was found that the cleavage. of the leaving group is the rate-determining step. Furthermore, the studies revealed that trace amounts of add are required as cocatalyst. A series of control experiments demonstrate that a synergistic interplay between the supramolecular capsule and the acid traces is, required for catalytic activity.
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