Structures and hydrogen bonding of 1,7-dioxaspiro[5.5]undecane and its hydrates

Literature Information

Publication Date 2021-08-13
DOI 10.1039/D1CP02964A
Impact Factor 3.676
Authors

Yugao Xu, Wenqin Li, Jiaqi Zhang, Tao Lu, Yan Jin, Gang Feng


View Original

Abstract

The conformations of 1,7DSU and its stepwise solvation by up to 5 water molecules were explored using supersonic-jet Fourier transform microwave spectroscopy with the supplement of theoretical calculations. Experimentally, the rotational spectra of the most stable structures of the monomer, monohydrate and dihydrate were observed and assigned. The characteristics of the stability and intermolecular interaction topologies of the 1,7DSU monomer and its hydrated clusters were obtained by CREST conformational sampling followed by B3LYP-D3(BJ)/def2-TZVP geometrical optimizations and MP2/aug-cc-pVTZ single-point energy calculations. The first water molecule links to the 1,7DSU monomer through an OwH⋯O hydrogen bond. The water molecules tend to aggregate with each other and form cyclic structures for the n = 2–5 clusters. The interactions between water and the 1,7DSU monomer as well as those between water and water were revealed. The analyses of non-covalent interactions and the natural bond orbital suggest that the OwH⋯O1,7DSU, OwH⋯Ow, and CH⋯Ow hydrogen bonds play a prominent role in structural stability.

Related Literature

Back cover

Cover

DOI: 10.1039/C8OB90189A

Boronic acid-catalysed C-3 selective ring opening of 3,4-epoxy alcohols with thiophenols and thiols

Hongqing Yao, Jiawei Liu, Chuan Wang

2018-09-21 Paper

DOI: 10.1039/C8OB02141D

Facile access to 1,3-diketones by gold(i)-catalyzed regioselective hydration of ynones

Tao Zhou, Tingjie You, Jianhui Chen, Chenliang Su, Yuanzhi Xia

2019-03-25 Paper

DOI: 10.1039/C9OB00494G

Aminoluciferin 4-hydroxyphenyl amide enables bioluminescence detection of endogenous tyrosinase

Chunchao Tang, Lei Jin, Yuxing Lin, Jing Su, Yingai Sun, Pan Liu, Qi Li, Guankai Wang, Zheng Zhang, Lupei Du

2018-11-12 Paper

DOI: 10.1039/C8OB01777H

An efficient light on–off one-pot method for the synthesis of 3-styryl coumarins from aryl alkynoates

Hongjun Kong, Qingrui Li, Yunnian Yin, Mengmeng Huang, Jung Keun Kim, Yu Zhu, Yabo Li, Yangjie Wu

2019-04-18 Paper

DOI: 10.1039/C9OB00421A

Robust synthesis of C-terminal cysteine-containing peptide acids through a peptide hydrazide-based strategy

Bing-Jia Yan, Han-Ying Zhu, Wei-Wei Shi, Tong-Kuai Xi, Jing Shi, Ge-Min Fang

2019-05-17 Communication

DOI: 10.1039/C9OB01114E

Organocatalytic asymmetric syntheses of 3-fluorooxindoles containing vicinal fluoroamine motifs

Bu-Quan Zheng, Ling-Yan Chen, Jian-Bo Zhao, Jian Ji, Zi-Bin Qiu, Xinfeng Ren, Ya Li

2018-11-07 Paper

DOI: 10.1039/C8OB01786G

A diversity of alkylation/acylation products of uracil and its derivatives: synthesis and a structural study

Olga Michalak, Piotr Cmoch, Piotr Krzeczyński, Marcin Cybulski

2018-12-10 Paper

DOI: 10.1039/C8OB02552E

You might also like

Compound Q&A

What is 3-Fluoro-2-methylbenzylamine (CAS: 771573-36-5)?

3-Fluoro-2-methylbenzylamine is an organic compound with the CAS number 771573-3...

771573-36-53-Fluoro-2-methylben...
Compound Q&A

Is Tert-butyl 2-(oxetan-3-ylidene)acetate (CAS: 1207175-03-8) safe?

Tert-butyl 2-(oxetan-3-ylidene)acetate is considered safe for its intended uses ...

1207175-03-8Tert-butyl 2-(oxetan...
Compound Q&A

What precautions should be taken when handling 4-Acetyl-2-fluorobenzonitrile (CAS: 214760-18-6)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab co...

214760-18-64-Acetyl-2-fluoroben...
Compound Q&A

How is 2-Ethyl-4-methyl-1,3-thiazole (CAS: 15679-12-6) typically synthesized?

2-Ethyl-4-methyl-1,3-thiazole is commonly synthesized via the reaction of thiour...

15679-12-62-Ethyl-4-methyl-1,3...
Compound Q&A

How should 5',5''-([2,2'-Bithiophene]-5,5'-diyl)bis(([1,1':3',1''-terphenyl]-4,4''-dicarboxylic acid)) (CAS: 1227780-71-3) be stored?

This compound should be stored in a cool, dry place away from direct sunlight an...

1227780-71-35',5''''-([2,2'-Bith...
Compound Q&A

What regulatory guidelines apply to L-Lysine Acetate Salt (CAS: 52315-92-1)?

L-Lysine Acetate Salt (CAS: 52315-92-1) is subject to various regulatory guideli...

52315-92-1L-LYSINE ACETATE SAL...
Compound Q&A

Is 6-Fluoro-3-hydroxy-2-pyrazinecarboxamide (CAS: 259793-96-9) safe?

6-Fluoro-3-hydroxy-2-pyrazinecarboxamide (CAS: 259793-96-9) is generally conside...

259793-96-96-Fluoro-3-hydroxy-2...
Compound Q&A

What are the physical and chemical properties of 1,1'-Sulfonylbis(1H-imidazole) (CAS: 7189-69-7)?

1,1'-Sulfonylbis(1H-imidazole) is a crystalline solid with a molecular weight of...

7189-69-71,1'-Sulfonylbis(1H-...
Compound Q&A

What industries use 4-methyl-7-nitro-1H-indole-3-carbonitrile (CAS: 289483-82-5)?

4-Methyl-7-nitro-1H-indole-3-carbonitrile (CAS: 289483-82-5) is primarily used i...

289483-82-54-methyl-7-nitro-1H-...
Compound Q&A

How should waste containing 5-Bromo-3-indolyl-beta-galactoside (CAS: 97753-82-7) be handled?

Waste containing 5-Bromo-3-indolyl-beta-galactoside (CAS: 97753-82-7) should be ...

97753-82-75-Bromo-3-indolyl-be...

Source Journal

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
Articles per Year: 3036

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.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.