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N,N′-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea: a privileged motif for catalyst development†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2014-03-11 00:00:00 , DOI: 10.1039/c4ob00306c Zhiguo Zhang 1, 2, 3, 4 , Zongbi Bao 1, 2, 3, 4 , Huabin Xing 1, 2, 3, 4
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2014-03-11 00:00:00 , DOI: 10.1039/c4ob00306c Zhiguo Zhang 1, 2, 3, 4 , Zongbi Bao 1, 2, 3, 4 , Huabin Xing 1, 2, 3, 4
Affiliation
Over the last decade, the use of (thio)urea derivatives as organocatalysts in organic chemistry has increased rapidly. One of the key features is their ability to activate substrates and subsequently stabilize partially developing negative charges (e.g., oxyanions) in the transition states employing explicit double hydrogen bonding. Among (thio)urea-based catalysts, N,N′-bis[3,5-bis(trifluoromethyl)phenyl]thiourea developed by Schreiner's group (abbreviated here as Schreiner's thiourea) has played a very important role in the development of H-bond organocatalysts. Nowadays it is used extensively in promoting organic transformations, and the 3,5-bis(trifluoromethyl)phenyl motif thereof is used ubiquitously in H-bond catalysts. This review summarizes the key developments of Schreiner's thiourea-mediated reactions with the aim to further expand the applications of (thio)urea-based catalysts.
中文翻译:
N,N'-双[3,5-双(三氟甲基)苯基]硫脲:催化剂开发的优先基序†
在过去的十年中,在有机化学中使用(硫代)脲衍生物作为有机催化剂已迅速增加。关键特征之一是它们具有使用显式双氢键在过渡态中活化底物并随后稳定部分显影的负电荷(例如,氧阴离子)的能力。在(硫)脲基催化剂中,N,NSchreiner的团队开发的'-双[3,5-双(三氟甲基)苯基]硫脲(在这里缩写为Schreiner的硫脲)在氢键有机催化剂的开发中起着非常重要的作用。如今,其广泛用于促进有机转化,并且其3,5-双(三氟甲基)苯基基序普遍用于氢键催化剂中。这篇综述总结了Schreiner的硫脲介导的反应的主要进展,目的是进一步扩大(硫)脲基催化剂的应用。
更新日期:2014-03-11
中文翻译:
N,N'-双[3,5-双(三氟甲基)苯基]硫脲:催化剂开发的优先基序†
在过去的十年中,在有机化学中使用(硫代)脲衍生物作为有机催化剂已迅速增加。关键特征之一是它们具有使用显式双氢键在过渡态中活化底物并随后稳定部分显影的负电荷(例如,氧阴离子)的能力。在(硫)脲基催化剂中,N,NSchreiner的团队开发的'-双[3,5-双(三氟甲基)苯基]硫脲(在这里缩写为Schreiner的硫脲)在氢键有机催化剂的开发中起着非常重要的作用。如今,其广泛用于促进有机转化,并且其3,5-双(三氟甲基)苯基基序普遍用于氢键催化剂中。这篇综述总结了Schreiner的硫脲介导的反应的主要进展,目的是进一步扩大(硫)脲基催化剂的应用。