Exceptionally strong, neutral, enantiomerically-pure diamine bases
特强、中性、对映体纯的二胺碱
基本信息
- 批准号:EP/F036841/1
- 负责人:
- 金额:$ 38.96万
- 依托单位:
- 依托单位国家:英国
- 项目类别:Research Grant
- 财政年份:2008
- 资助国家:英国
- 起止时间:2008 至 无数据
- 项目状态:已结题
- 来源:
- 关键词:
项目摘要
Chemists describe molecules that accept or remove a proton from another molecule as a 'base', and the compound that donates the proton as a 'Bronsted acid'. The removal and addition of protons is ubiquitous in organic and biological chemistry and is an essential part of many synthetic manipulations by which chemists can contruct new or known molecules in a logical and efficient manner. Deprotonation (removal of a proton by a base) of a neutral organic molecule generates a negatively charged product, described as an 'anion', Deprotonation at a carbon atom in an organic molecule generates a 'carbanion' and this is often conducted as part of a synthetic procedure so as to provide the requisite reactivity towards other another species, and thus allow the formation of new molecules. Many organic molecules are chiral ('handed') and thus exist in two mirror image forms. For approval, license and prescription, pharmaceuticals (>99 % of which are organic molecules) that are chiral must usually be prepared as a single mirror image form. In the absence of any form of control, chemical reactions afford an equal mixture of mirror images. One method thus involves separating the mixture into its two components, know as resolution. Another method involves using carefully designed or optimsed chemical control systems which are themselves chiral and that influence the path so as to bias it heavily towards one mirror image or the other. Such a technique is known as asymmetric synthesis and new methods to exert such control are always needed. This proposal describes the design of a new class of bases that we propose will be able to selectively deprotonate organic molecules so as to generate unequal mixtures of mirror image products, ideally in ratios > 99 / 1, thereby providing the synthetic chemist with a new asymmetric synthesis tool for control of reactions. The major part of the work proposed will, ironically, be involved in preparing the new bases as single mirror image forms, using selective metal catalysts developed by others in the field of asymmetric synthesis. Of course, the workers who developed these catalysts had no intention that they would be used to prepare such bases and this point demonstrates the importance of new asymmetric methods - the benefits can be wide and in some ways unpredictable. We are confident in the design of our novel chiral base systems and aspire to provide the community with a reagent that will be available in large quantity, be highly efficient, and thus widely applied.
化学家把从另一个分子中接受或移除质子的分子称为“碱”,把提供质子的化合物称为“布朗斯特德酸”。质子的去除和添加在有机化学和生物化学中无处不在,是许多合成操作的重要组成部分,化学家可以通过这些操作以逻辑和有效的方式构建新的或已知的分子。中性有机分子的去质子化(碱除去一个质子)产生带负电荷的产物,称为“阴离子”,有机分子中碳原子的去质子化产生“碳离子”,这通常作为合成过程的一部分进行,以提供对其他物种的必要反应性,从而允许形成新分子。许多有机分子是手性的(“手性”),因此以两种镜像形式存在。为了获得批准、许可和处方,手性药物(其中99%是有机分子)通常必须以单一镜像形式制备。在没有任何形式的控制的情况下,化学反应产生相等的镜像混合物。因此,一种方法是将混合物分离成两种成分,称为分解。另一种方法包括使用精心设计或优化的化学控制系统,这些系统本身就是手性的,并影响路径,使其严重偏向于一个镜像或另一个镜像。这种技术被称为不对称合成,并且总是需要新的方法来施加这种控制。本提案描述了我们提出的一类新的碱基的设计,它将能够选择性地使有机分子去质子化,从而产生不均匀的镜像产物混合物,理想的比例是> 99 / 1,从而为合成化学家提供了一种新的不对称合成工具来控制反应。具有讽刺意味的是,所提出的工作的主要部分将涉及使用非对称合成领域中其他人开发的选择性金属催化剂,以单一镜像形式制备新碱。当然,开发这些催化剂的工人并没有打算用它们来制备这样的碱基,这一点证明了新的不对称方法的重要性——好处是广泛的,在某些方面是不可预测的。我们对我们的新型手性碱系统的设计充满信心,并渴望为社区提供一种大量可用,高效,从而广泛应用的试剂。
项目成果
期刊论文数量(2)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
16 th European Symposium on Organic Chemistry (ESOC 16), Prague, Czech Republic
第 16 届欧洲有机化学研讨会 (ESOC 16),捷克共和国布拉格
- DOI:10.1002/ejoc.200900890
- 发表时间:2009
- 期刊:
- 影响因子:2.8
- 作者:Evans L
- 通讯作者:Evans L
A metathesis approach to volatile olefins: synthesis of 18O-allyl alcohol.
挥发性烯烃的复分解方法:18O-烯丙醇的合成。
- DOI:10.1002/chem.201100271
- 发表时间:2011
- 期刊:
- 影响因子:0
- 作者:Lloyd-Jones GC
- 通讯作者:Lloyd-Jones GC
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Guy Lloyd-Jones其他文献
Guy Lloyd-Jones的其他文献
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{{ truncateString('Guy Lloyd-Jones', 18)}}的其他基金
New Horizons in the High Field NMR Interrogation of Transients: Techniques to Assemble Pulse and Analyse in Under One-Hundredth of a Second
高场核磁共振瞬态询问的新视野:在百分之一秒内组装脉冲和分析的技术
- 批准号:
EP/V048384/1 - 财政年份:2021
- 资助金额:
$ 38.96万 - 项目类别:
Research Grant
Recyclable Catalyst Technology for Cross-Coupling Reactions at Manufacturing Scale
用于大规模生产交叉偶联反应的可回收催化剂技术
- 批准号:
EP/K504105/1 - 财政年份:2013
- 资助金额:
$ 38.96万 - 项目类别:
Research Grant
Recyclable Catalyst Technology for Cross-Coupling Reactions at Manufacturing Scale
用于大规模生产交叉偶联反应的可回收催化剂技术
- 批准号:
EP/K504105/2 - 财政年份:2013
- 资助金额:
$ 38.96万 - 项目类别:
Research Grant
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