Rapid quantification of the activating effects of hydrogen-bonding catalysts with a colorimetric sensor.
Rapid quantification of the activating effects of hydrogen-bonding catalysts with a colorimetric sensor.
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DOI：
10.1021/ja3050663
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发表时间：
2012-09-26
影响因子：
15
通讯作者：
Kozlowski MC
中科院分区：
文献类型：
--
作者：
Huynh PN;Walvoord RR;Kozlowski MC
研制了一种快速、简便地评价不同氢键催化剂相对反应活性的传感器。具体地说，用比色化合物7-methyl-2-phenylimidazo[1，2-a]pyrazin-3(7H)-one，处理氢键催化剂时看到的蓝移与与传感器结合的KEQ有很好的相关性。在氢键催化剂作用下甲基乙烯基酮和环戊二烯的Diels-Alder反应中，蓝移与相对速率有很高的相关性。讨论了传感器蓝移与氢键催化剂的LUMO降低能力之间的关系。
A sensor to quickly and simply assess the relative reactivity of different hydrogen bonding catalysts has been developed. Specifically, blue shifts seen upon treatment of hydrogen bonding catalysts with the colorimetric compound, 7-methyl-2-phenylimidazo[1,2-a]pyrazin-3(7H)-one, correlate well to the Keq of binding to the sensor. The blue shifts also show a high degree of correlation with relative rates in Diels-Alder reactions of methyl vinyl ketone and cyclopentadiene employing the hydrogen bonding catalysts. The relevance of the sensor blue shifts to the LUMO lowering abilities of the hydrogen bonding catalysts is discussed.
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