Understanding benzyl alcohol aggregation by chiral modification: the pairing step
文献信息
Robert Medel, Martin A. Suhm
A combination of linear infrared and Raman spectroscopy in supersonic slit jet expansions is used to clarify the conformational preferences in the dimer of the transiently chiral benzyl alcohol (phenylmethanol) under vacuum isolation. By experimentally exploring close analogies with the permanently chiral 1-phenylethanol, which is conformationally locked in the jet through intramolecular chirality induction, and by computational analysis of their conformational energy landscapes, several conclusions are drawn. The lowest energy dimer is confirmed to be cooperatively OH⋯OH⋯π-bonded and shown to be homochiral. Its heterochiral counterpart is slightly higher in energy and can be spectrally assigned as a minor constituent. A metastable heterochiral OH⋯π/OH⋯π structure with weakly coupled hydrogen bonds is efficiently trapped behind a Ci symmetry-enhanced barrier and can be assigned by IR/Raman mutual exclusion. Its homochiral counterpart is kinetically less stable but might be addressed by rotational spectroscopy. Ratings of standard density functionals with a standard basis set in terms of reproducing these experimental chirality synchronization benchmarks are presented.
期刊推荐
相关文献
Alternative probe for the determination of the hydrogen-bond acidity of ionic liquids and their aqueous solutions
Pedro P. Madeira, Helena Passos, Joana Gomes, João A. P. Coutinho, Mara G. Freire
DOI: 10.1039/C6CP08210F
Effect of low water content in protic ionic liquid on ions electrosorption in porous carbon: application to electrochemical capacitors
B. Gorska, L. Timperman, M. Anouti, F. Béguin
DOI: 10.1039/C7CP00398F
Structure–property relationship of blue solid state emissive phenanthroimidazole derivatives
Agne Ivanauskaite, Ramunas Lygaitis, Steponas Raisys, Karolis Kazlauskas, Gediminas Kreiza, Dmytro Volyniuk, Dalius Gudeika, Saulius Jursenas, Juozas V. Grazulevicius
DOI: 10.1039/C7CP02248D
Determinants of the host–guest interactions between α-, β- and γ-cyclodextrins and group IA, IIA and IIIA metal cations: a DFT/PCM study
S. E. Angelova, V. K. Nikolova, T. M. Dudev
DOI: 10.1039/C7CP01253E
The atmospheric oxidation of CH3OOH by the OH radical: the effect of water vapor
Josep M. Anglada, Ramon Crehuet, Marilia Martins-Costa, Joseph S. Francisco, Manuel Ruiz-López
DOI: 10.1039/C7CP01976A
How predictive could alchemical derivatives be?
Macarena Muñoz, Carlos Cárdenas
DOI: 10.1039/C7CP02755A
Comparison of high pressure and nanoscale confinement effects on crystallization of the molecular glass-forming liquid, dimethyl phthalate
DOI: 10.1039/C7CP01864A
The effect of pressure on the crystallization of rapidly supercooled zirconium melts
Zean Tian, Rangsu Liu, Lili Zhou, Zhaoyang Hou
DOI: 10.1039/C7CP00865A
Cool white, persistent room-temperature phosphorescence in carbon dots embedded in a silica gel matrix
Julin Joseph, Aji A. Anappara
DOI: 10.1039/C7CP02731A
Ionic liquids containing tricyanomethanide anions: physicochemical characterisation and performance as electrochemical double-layer capacitor electrolytes
Anthony J. R. Rennie, Roberto M. Torresi, Peter J. Hall
DOI: 10.1039/C7CP03377J
您可能还喜欢
4,5-二甲基-2-硝基苯甲酸(CAS号:4315-14-4)的市场或研究趋势如何?
4,5-二甲基-2-硝基苯甲酸主要应用于制药、染料和农药等行业。由于其潜在的毒性,其市场趋势可能受到法规限制和环保考量的影响,推动了替代产品的研发。在研究领域,...
处理直接黑22(CAS号:6473-13-8)时应注意哪些实验室安全事项?
处理直接黑22时应穿戴适当的个人防护装备(PPE),包括实验服、手套、护目镜和口罩。操作应在通风橱内进行,以避免吸入有害气体。如果发生泄漏,应立即清理,并使用大...
处理2,1,3-苯并噻二唑-4-基异氰酸酯(CAS号:342411-14-7)时应注意哪些实验室安全事项?
处理2,1,3-苯并噻二唑-4-基异氰酸酯时应注意以下安全事项:穿戴个人防护装备,如实验室外套、防护眼镜和手套;在通风橱中操作,确保良好的通风;保持实验室环境干...
如何处理含有Δ-8,9-脱氢雌酮(CAS号:204077-66-7)的废料?
含有Δ-8,9-脱氢雌酮的废料需要进行适当的处理以确保环境和人体安全。首先,收集废液并存放于密封容器中,避免泄漏。其次,可以考虑将其转化为无害物质或通过专业处理...
如何储存5-溴戊酸(CAS号:2067-33-6)?
5-溴戊酸应储存在阴凉、干燥、通风良好的环境中,避免阳光直射。建议在室温(约15-25°C)下保存,保持相对湿度低于60%。应使用密封的玻璃或塑料容器,并远离热...
4-(甲基亚磺酰基)苯胺(CAS号:22865-62-9)应用于哪些行业?
4-(甲基亚磺酰基)苯胺在医药、聚合物和传感器等领域有一定的应用。在医药方面,它可以用作合成药物的中间体;在聚合物领域,可以作为合成特殊性能高分子材料的单体;在...
什么是1-(2-FLUOROPHENYL)-5-METHYL-1H-PYRAZOLE-4-CARBOHYDRAZIDE(CAS号:618092-58-3)?
1-(2-氟苯基)-5-甲基-1H-吡唑-4-亚甲基肼是一种有机化合物,其分子式为C9H9FN3O。该化合物具有特定的物理化学性质,如熔点、沸点等,但具体值需查...
Dauricumine(CAS号:345641-00-1)通常如何合成?
Dauricumine通常通过复杂的合成路线制备,涉及多个步骤,包括环化、氧化、卤化等反应。合成过程中使用了多种催化剂和试剂,例如金属催化剂、氧化剂等。产率通常...
5-氰基苯酞(CAS号:82104-74-3)安全吗?
5-氰基苯酞在正常使用条件下相对安全,但其具有一定的毒性,需谨慎操作。在实验或工业应用中,应采取适当的防护措施,如佩戴防护手套、护目镜和实验服,确保通风良好。误...
2-Methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-amine(CAS号:1186502-59-9)安全吗?
该化合物在使用时需要谨慎操作。虽然其毒性和健康风险尚未完全明确,但建议在通风良好的环境中操作,并穿戴适当的个人防护装备,如手套和防护眼镜。
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.











![6-Bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine structure 6-Bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine structure](https://cnstatic.chemtradehub.com/structs/120/1203499-17-5-b4d1.webp)

