Chirality-dependent hydrogen bond direction in jet-cooled (S)-1,2,3,4-tetrahydro-3-isoquinoline methanol (THIQM): IR-ion dip vibrational spectroscopy of the neutral and the ion
文献信息
Ahmed Mahjoub, Valeria Lepere, Katia Le Barbu-Debus, Nikhil Guchhait, Anne Zehnacker
The structural modifications of (S)-1,2,3,4-tetrahydro-3-isoquinoline methanol (THIQM) upon ionisation have been investigated in jet-cooled conditions, by means of laser-induced fluorescence, REMPI, and IR-UV ion-dip spectroscopy of the neutral ground state and the ion. These results combined with ab initio calculations, support the presence in the jet of two low-energy conformers of THIQM. In the most stable Conformer I, the CH2OH substituent acts as a hydrogen bond donor to the nitrogen lone pair in the equatorial position. In this case, the nitrogen atom is in (S) configuration. Conformer II shows the opposite NH⋯O hydrogen bond from the hydrogen atom in the equatorial position of nitrogen to the OH group. In this case, the nitrogen atom is in (R) configuration. This chirality dependence of the hydrogen bond direction is lost upon ionisation. While ionisation of Conformer II reinforces the NH⋯O hydrogen bond, ionisation of Conformer I induces its isomerisation to the same ion as Conformer II, i.e. a change in hydrogen bond direction.
相关文献
Synthesis of long Poly(dG)·Poly(dC) DNA using enzymatic reaction
Shin-ichi Tanaka, Masateru Taniguchi, Susumu Uchiyama, Kiichi Fukui, Tomoji Kawai
DOI: 10.1039/B410753E
Definitive identification of lead(ii)-amino acid adducts and the solid state structure of a lead–valine complex
Neil Burford, Melanie D. Eelman, Wesley G. LeBlanc, T. Stanley Cameron, Katherine N. Robertson
DOI: 10.1039/B311599B
The role of temperature in the synthesis of hybrid inorganic–organic materials: the example of cobalt succinates
Paul M. Forster, Andrea R. Burbank, Carine Livage, Gérard Férey, Anthony K. Cheetham
DOI: 10.1039/B311156C
Adduct formation by photo-induced electron transfer between photo-oxidising Ru(ii) complexes and tryptophan
Etienne Gicquel, Arnaud Boisdenghien, Eric Defrancq, Cécile Moucheron, Andrée Kirsch-De Mesmaeker
DOI: 10.1039/B411686K
An improved palladium-based DMFCs cathode catalyst
Wenzhen Li, Zhenhua Zhou, Shaohua Yang, Gongquan Sun
DOI: 10.1039/B409539A
Chemical reactions of double bonds in activated carbon: microwave and bromination methods
Vitaliy L. Budarin, James H. Clark, Stewart J. Tavener, Karen Wilson
DOI: 10.1039/B411222A
Electrogeneration of a biotinylated poly(pyrrole–ruthenium(ii)) film for the construction of photoelectrochemical immunosensor
Naoufel Haddour, Serge Cosnier, Chantal Gondran
DOI: 10.1039/B410727F
An Fe(iii) wheel with a zwitterionic ligand: the structure and magnetic properties of [Fe(OMe)2(proline)]12[ClO4]12
Abd-Alhakeem H. Abu-Nawwas, Joan Cano, Paul Christian, Talal Mallah, Gopalan Rajaraman, Simon J. Teat, Richard E. P. Winpenny, Yasuhiko Yukawa
DOI: 10.1039/B312947K
Partially stripped insulated nanowires: a lightly substituted hexa-peri-hexabenzocoronene-based columnar liquid crystal
Zhaohui Wang, Mark D. Watson, Jishan Wu, Klaus Müllen
DOI: 10.1039/B311651D
Synthesis and Bergman cyclization of a β-extended porphyrenediyne
John D. Spence, Eric D. Cline, Domingo M. LLagostera, Patrick S. O'Toole
DOI: 10.1039/B312001E
您可能还喜欢
4-((4-甲基哌嗪-1-基)甲基)苯硼酸(CAS号:763120-62-3)的市场或研究趋势如何?
随着有机硼化学的发展,该化合物在催化、药物合成、材料科学等领域展现出潜在的应用价值。近年来,其在药物前体合成中的应用越来越受到关注。市场趋势显示,随着科研投入的...
如何储存2,4,5-三甲基-1-硝基苯(CAS号:610-91-3)?
2,4,5-三甲基-1-硝基苯应储存在阴凉、干燥且通风良好的地方,避免阳光直射。储存在密封的金属容器中,远离火源和热源。储存温度应控制在25°C以下,湿度不宜过...
处理2,5-二碘噻吩(CAS号:625-88-7)时应注意哪些实验室安全事项?
在处理2,5-二碘噻吩时,应穿戴适当的个人防护装备(PPE),包括实验室外套、手套和防护眼镜。在通风橱中进行操作以避免吸入蒸气。如果发生泄漏,应立即疏散人员并使...
在合成中是否有6-bromo-3-chloro-1H-indole(CAS号:57916-08-2)的替代品?
在合成6-溴-3-氯-1H-吲哚(CAS号:57916-08-2)时,可以考虑使用一些类似的化合物作为替代品,如6-氯-3-氯-1H-吲哚或3-氯-1H-吲哚,...
在合成中是否有(R)-(-)-1-(1-萘基)乙基异氰酸酯(CAS号:42340-98-7)的替代品?
可以考虑使用类似结构的化合物,如1-[(1R)-1-(2-氨基乙基)萘-1-基]乙基异氰酸酯作为替代品。此外,还可以寻找其他类型的异氰酸酯衍生物,如苯基异氰酸酯...
3-氨基苯甲酰苯胺(CAS号:14315-16-3)适用哪些法规指南?
3-氨基苯甲酰苯胺适用于多项法规指南,包括但不限于GHS(全球化学品统一分类和标签制度)分类为皮肤腐蚀/刺激类别2,以及潜在的皮肤过敏性类别1。在欧盟地区,它受...
β-环柠檬醛-D5(CAS号:26309-95-5)通常如何合成?
β-环柠檬醛-D5可通过不对称合成方法获得。常见的合成路线包括以环己酮为原料,经过选择性氧化、还原、保护基引入等步骤,最终得到目标化合物。该合成过程中通常使用多...
如何处理含有BIO-1211(CAS号:187735-94-0)的废料?
对于含有BIO-1211(CAS号:187735-94-0)的废料,首先应进行分类收集,确保符合环保要求。然后,可以考虑通过焚烧或其他专业处理方法进行处置。在处...
如何处理含有4-氯-2-氟-3-甲基苯酚(CAS号:1351668-24-0)的废料?
含有该化合物的废液应收集至专用容器中,避免与其他化学品混合。可采用焚烧或送交专业废弃物处理公司处理。处理过程中需遵守当地环保法规,确保不产生二次污染。处理前应进...
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.











![N-[(9Z)-9-Octadecen-1-yl]-1,3-propanediamine structure N-[(9Z)-9-Octadecen-1-yl]-1,3-propanediamine structure](https://cnstatic.chemtradehub.com/structs/717/7173-62-8-d43e.webp)


![(2R)-2,7,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-6-chromanol structure (2R)-2,7,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-6-chromanol structure](https://cnstatic.chemtradehub.com/structs/54-/54-28-4-155c.webp)