Theoretical investigations into the enantiomeric and racemic forms of α-(trifluoromethyl)lactic acid
文献信息
Ralf Tonner, Vadim A. Soloshonok, Peter Schwerdtfeger
There are many different hypotheses on the origin of biomolecular homochirality. One possible scenario concerns the enantiomeric enrichment of a nearly racemic solid via self-disproportionation of enantiomers. In particular, in a recent paper Soloshonok and co-workers showed a first example of optical self-purification of α-(trifluoromethyl)lactic acid by sublimation [V. A. Soloshonok et al., J. Am. Chem. Soc. 2007, 129, 12112]. Here we present detailed theoretical studies of α-(trifluoromethyl)lactic acid in the solid state as well as in the gas-phase dimeric form. The calculations of energy differences between dimers show that in the solid state the enantiomeric pure compound is energetically preferred, while in the gas phase the equilibrium shifts towards the racemic mixture although thermodynamic corrections cannot be neglected, thus providing a detailed microscopic explanation for the enantio-purification process for the first time.
期刊推荐

Medicinal Chemistry Research

Atomization and Sprays

Critical Reviews in Solid State and Materials Sciences

Herald of the Russian Academy of Sciences

Topics in Catalysis

Biocatalysis and Biotransformation

Polycyclic Aromatic Compounds

Journal of Asian Natural Products Research

Journal of Chemical Sciences

Acta Metallurgica Sinica-English Letters
相关文献
The rapid construction and biological evaluation of densely substituted pyrrolo[1,2-a]indoles via a BF3·OEt2-assisted cascade approach
Ghanshyam Mali, Vinay Kumar Yadav, Himani Priya, Manjari Shukla, Peeyush Pandey, Akhilesh Kumar, Manikandan Paranjothy, Sudipta Bhattacharyya, Rohan D. Erande
DOI: 10.1039/D3OB01457F
Deoxygenative coupling of alcohols with aromatic nitriles enabled by direct visible light excitation
Yanjiao Xiong, Xuesong Wu
DOI: 10.1039/D3OB01676E
Controlled oligomeric guest stacking by cucurbiturils in water
Fengbo Liu, Amine Kriat, Roselyne Rosas, David Bergé-Lefranc, Didier Gigmes, Simon Pascal, Olivier Siri, Simin Liu, Anthony Kermagoret, David Bardelang
DOI: 10.1039/D3OB01723K
PEGylated Dmoc phosphoramidites for sensitive oligodeoxynucleotide synthesis
Komal Chillar, Yipeng Yin, Alexander Apostle, Shiyue Fang
DOI: 10.1039/D3OB01495A
Synthesis of 2-amidoindenone derivatives through an ynamide carbosilylation/Houben–Hoesch cyclization 2-step sequence
Pierre Hansjacob, Célia Schwoerer, Frédéric R. Leroux, Morgan Donnard
DOI: 10.1039/D3OB01787G
Reductive transamidation of tertiary amides with nitroarenes enabled by magnesium and chlorosilane
Shangru Yang, Haohao Zeng, Meiming Luo, Xiaoming Zeng
DOI: 10.1039/D3OB01728A
The linkage-type and the exchange molecule affect the protein-labeling efficiency of iminoboronate probes
Antonie J. van der Zouwen, Aike Jeucken, Elske van der Pol, Gerben Boerema, Dirk J. Slotboom, Martin D. Witte
DOI: 10.1039/D3OB01269G
Synthesis of tricyclic oxazinoindolones via Pd-catalyzed intramolecular addition of carboxylic acids to alkynes
Subhamoy Mukhopadhyay, Bhavya Khaitan, Shikha Gandhi
DOI: 10.1039/D3OB01672B
A synthetic route to artificial chiral α-amino acids featuring a 3,4-dihydroisoquinolone core through a Rh(iii)-catalyzed functionalization of allyl groups in chiral Ni(ii) complexes‡
Mikhail A. Arsenov, Nadezhda V. Stoletova, Tat'yana F. Savel'yeva, Victor I. Maleev
DOI: 10.1039/D3OB01513K
Ph3P/ICH2CH2I-promoted reductive deoxygenation of alcohols
Xu Yao, Qu-Tong Zheng, Ji-Chang Xiao
DOI: 10.1039/D3OB01698F
您可能还喜欢
N-2,2-丙烯基-2-丙烯酰胺(CAS号:2555-13-7)通常如何合成?
N-2,2-丙烯基-2-丙烯酰胺通常通过丙烯酰胺与丙烯基卤化物的缩合反应合成。该反应通常在温和的条件下进行,使用适量的碱如吡啶作为催化剂。反应的选择性良好,产率...
什么是1,2-二碘四氟代乙烷(CAS号:354-65-4)?
1,2-二碘四氟代乙烷是一种有机化合物,化学式为C2F4I2,CAS号为354-65-4。它是一种无色透明液体,具有特殊的化学性质和物理性质,包括高沸点、低挥发...
3-溴-1H-吡咯[3,2-c]吡啶-4-碳腈(CAS号:1000341-71-8)适用哪些法规指南?
根据GHS(全球化学品统一分类和标签制度),3-溴-1H-吡咯[3,2-c]吡啶-4-碳腈被归类为第2类易燃液体。在欧盟,该化合物需要符合REACH法规的要求,...
1-氯甲基萘磺酸(CAS号:87491-79-0)安全吗?
1-氯甲基萘磺酸在使用时需要谨慎,因为它具有一定的刺激性和腐蚀性。操作时应佩戴适当的防护装备,如防化服、手套、护目镜等,避免直接接触皮肤和吸入其蒸汽。
二氯(二环戊二烯)铂(CAS号:12083-92-0)的主要用途是什么?
该化合物主要用于催化剂领域,特别是在有机合成中的催化氧化反应以及作为某些药物合成的中间体。此外,它还被研究用于纳米材料的制备。
3-溴-7-氯噻吩并[3,2-b]吡啶-6-甲腈(CAS号:798574-82-0)安全吗?
3-溴-7-氯噻吩并[3,2-b]吡啶-6-甲腈在处理时需要谨慎,因其含有溴和氯等强卤素,可能具有一定的刺激性和腐蚀性。使用时应佩戴适当的个人防护装备,避免皮肤...
(R)-1-((R)-2-(2’-二环己基膦苯基)三戊铁基]乙基(双-3,5-三氟甲基苯基)膦(CAS号:494227-32-6)的主要用途是什么?
该化合物主要用于有机合成领域,特别是作为催化剂或配体,在有机合成反应中发挥重要作用。此外,它还可能应用于催化加氢反应、偶联反应等。
3-[6-(Diphenylphosphoryl)-2-naphthyl]-1,10-phenanthroline(CAS号:1480371-38-7)安全吗?
3-[6-(Diphenylphosphoryl)-2-naphthyl]-1,10-phenanthroline在正常使用条件下相对安全,但在操作时应穿戴适当...
在合成中是否有ETHYL 2-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CYCLOHEX-3-ENYL)ACETATE(CAS号:1166829-70-4)的替代品?
可以考虑使用类似结构的化合物作为替代品,如2-(4-环戊基环己烯基)乙酸酯,这种化合物在结构上相似,可能在某些合成路径中作为替代品。
如何处理含有3-(3-氨基丙基)丙酮缩甘油(CAS号:131606-42-3)的废料?
处理含有3-(3-氨基丙基)丙酮缩甘油的废料时,首先应确保遵守当地的环保法规。对于危险废物,应进行分类收集,然后送至专业的废物处理设施进行焚烧或安全填埋。在处理...
来源期刊
Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.



![5-Bromo-3-isopropyl-1H-pyrrolo[2,3-b]pyridine structure 5-Bromo-3-isopropyl-1H-pyrrolo[2,3-b]pyridine structure](https://cnstatic.chemtradehub.com/structs/125/1256819-54-1-8620.webp)
![1-Benzyl-1,7-diazaspiro[4.4]nonane dihydrochloride structure 1-Benzyl-1,7-diazaspiro[4.4]nonane dihydrochloride structure](https://cnstatic.chemtradehub.com/structs/115/1159822-71-5-0320.webp)