关于三级氨基和CBr4之间的素结合复合物的形成的计算和光谱研究,以及在光介导氨基酸合中的应用
E Alexandros Routsi1,2, Christiana Mantzourani1,2, Marie Rrapi1,2
1Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens, 15771, Greece.
ChemPlusChem
|May 7, 2024
概括
三级胺和CBr4形成素结合复合体 (XBCs),这些复合体为光化学反应激活碳酸. 在UVA光下,DABCO-CBr4对有效地形成胺键.
科学领域:
- 有机化学 有机化学
- 摄影化学的使用.
- 超分子化学 超分子化学
背景情况:
- 素结合复合物 (XBCs) 在光化学有机反应中越来越多地被使用.
- 三级胺可以作为素键 (XB) 接受器.
研究的目的:
- 为了研究三级胺作为与CBr4的XB受体.
- 探索产生的XBCs在光化学反应中的应用.
主要方法:
- 计算研究 (DFT) 的研究.
- 谱学研究 (UV-Vis,NMR) 进行.
- 直接输液-HRMS的直接输液
主要成果:
- 在三级胺和CBr4之间形成XBC,由DFT证实.
- 紫外线-Vis光谱显示显著的红移,表明电荷转移.
- 核磁共振光谱学确定了XBC生成的特征性化学转移.
- DABCO-CBr4证明了从氨基酸合中有效的光化学胺键形成.
结论:
- 三级胺有效地与CBr4一起作为XB受体.
- 可以通过光谱识别XBC,并应用于激活碳酸盐.
- DABCO-CBr4系统是光化学胺键形成的一个有前途的工具.
相关概念视频
Acid Halides to Amides: Aminolysis
2.7K
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
2.7K
Structure of Amines
2.5K
The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which is less than the tetrahedral angle of 109.5°. However, the C–N–H bond angle is slightly larger at 112°, with a carbon–nitrogen bond length of 147 pm. This carbon–nitrogen bond length of of amines is longer than the carbon–oxygen bond of alcohols (143 pm) but shorter than alkanes’...
2.5K
Amines to Amides: Acylation of Amines
2.4K
Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction requires two equivalents of amines. The first amine molecule functions as a nucleophile and attacks the carbonyl carbon to produce a tetrahedral intermediate. This is followed by the loss of the leaving group and restoration of the C=O bond.
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
2.4K
Preparation of Amines: Alkylation of Ammonia and Amines
3.3K
Alkylation is one of the methods used to prepare amines. Direct alkylation of ammonia or a primary amine with an alkyl halide gives polyalkylated amines along with a quaternary ammonium salt through successive SN2 reactions. This process of making the quaternary salt through the direct alkylation method is called exhaustive alkylation.
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
3.3K
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
2.9K
The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...
2.9K
Preparation of Amines: Reductive Amination of Aldehydes and Ketones
2.8K
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, using selective reducing agents like sodium cyanoborohydride or sodium triacetoxyborohydride. Reductive amination produces different degrees of substitution of amines depending on the starting amine substrate.
2.8K


