Chiral self-recognition in the gas phase: the case of glycidol dimers

Literature Information

Publication Date 2001-04-26
DOI 10.1039/B102382A
Impact Factor 3.676
Authors

Nicole Borho, Thomas Häber, Martin A. Suhm


View Original

Abstract

Supersonic jet FTIR spectra of the OH-stretching bands of glycidol monomers and clusters are presented. Chiral discrimination leads to marked differences in the absorption patterns of RR (SS) s. RS glycidol dimers. The dominant absorption peaks are located at 3492 (RR, SS) and 3488 cm−1 (RS) within a rich line spectrum with sizeable variations between enantiomerically pure and racemic dimers. A spectral difference technique is used to emphasize the intermolecular diastereomeric effects. Glycidol is possibly the first and likely the smallest molecule for which chiral self-recognition has been experimentally demonstrated in the gas phase. It thus lends itself very well to accurate quantum chemical calculations of the chiral discrimination effect. Qualitative results of exploratory calculations are reported.

Related Literature

Two contrasting ethynyl hydroboration pathways in the formation of a novel tris-hydroboration product from reaction of dimesitylborane with 2,5-diethynylpyridine

Christopher D. Entwistle, Andrei S. Batsanov, Judith A. K. Howard, Mark A. Fox, Todd B. Marder

2004-02-13 Communication

DOI: 10.1039/B316250H

The intramolecular Baylis–Hillman reaction: easy preparation of versatile substrates, facile reactions, and synthetic applications

Jung Eun Yeo, Xiuling Yang, Hee Jin Kim, Sangho Koo

2003-11-10 Communication

DOI: 10.1039/B311951C

Novel cofacial oxidative coupling reaction of phosphinine in the presence of Cu(i) and ClO4−

Takahiko Kojima, Yoshitaka Ishioka, Yoshihisa Matsuda

2004-01-16 Communication

DOI: 10.1039/B308892H

Mesocellular polymer foams with unprecedented uniform large mesopores and high surface areas

Jinwoo Lee, Jaeyun Kim, Sang-Wook Kim, Chae-Ho Shin, Taeghwan Hyeon

2004-02-06 Communication

DOI: 10.1039/B310713B

A concise stereocontrolled formal total synthesis of (±)-podophyllotoxin using sulfoxide chemistry

Mike Casey, Claire M. Keaveney

2003-12-05 Communication

DOI: 10.1039/B312245J

A novel water-soluble and self-doped conducting polyaniline graft copolymer

Woo Jin Bae, Keon Hyeong Kim, Yun Heum Park, Won Ho Jo

2003-10-09 Communication

DOI: 10.1039/B309346H

Alteration of room temperature phosphorescence lifetimes of quinine and quinidine by chiral additives

Yanli Wei, Wing-Hong Chan, Albert W. M. Lee, Carmen W. Huie

2003-12-18 Communication

DOI: 10.1039/B311667K

Easy access to diastereomerically pure platinacycles

Concepción López, Amparo Caubet, Sonia Pérez, Xavier Solans, Mercè Font-Bardía

2004-01-27 Communication

DOI: 10.1039/B315157C

Pore size effects in the pyrolysis of 1,3-diphenylpropane confined in mesoporous silicas

Michelle K. Kidder, Phillip F. Britt, Zongtao Zhang, Sheng Dai, A. C. Buchanan, III

2003-10-15 Communication

DOI: 10.1039/B310405B

Mixed halo/hydroxy carborane anions: thermally stable platforms for hydronium ion isolation

Daniel J. Stasko, Kevin J. Perzynski, Mark A. Wasil

2004-02-16 Communication

DOI: 10.1039/B314475E

You might also like

Compound Q&A

What are the main uses of 1H-Indazole-6-carbonitrile (CAS: 141290-59-7)?

1H-Indazole-6-carbonitrile finds applications in pharmaceuticals, where it serve...

141290-59-71H-Indazole-6-carbon...
Compound Q&A

How should waste containing Dioctyl (2E)-2-butenedioate (CAS: 2997-85-5) be handled?

Waste containing Dioctyl (2E)-2-butenedioate (CAS: 2997-85-5) should be collecte...

2997-85-5Dioctyl (2E)-2-buten...
Compound Q&A

What industries use Sodium [(1,2-benzoxazol-3-ylmethyl)sulfonyl]azanide (CAS: 68291-98-5)?

Sodium [(1,2-benzoxazol-3-ylmethyl)sulfonyl]azanide is primarily used in pharmac...

68291-98-5Sodium [(1,2-benzoxa...
Compound Q&A

Are there alternatives to Dimethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,6-pyridinedicarboxylate (CAS: 741709-66-0) in synthesis?

Dimethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,6-pyridinedicarboxyla...

741709-66-0Dimethyl 4-(4,4,5,5-...
Compound Q&A

How should waste containing 2-Fluoro-6-hydrazinopyridine (CAS: 80714-39-2) be handled?

Waste containing 2-Fluoro-6-hydrazinopyridine (CAS: 80714-39-2) should be manage...

80714-39-22-Fluoro-6-hydrazino...
Compound Q&A

What is 6-Formyl-2-pyridinecarboxylic acid (CAS: 499214-11-8)?

6-Formyl-2-pyridinecarboxylic acid is an organic compound with the molecular for...

499214-11-86-Formyl-2-pyridinec...
900874-91-13-(3,4-dimethoxyphen...
Compound Q&A

How is 9H-Tribenzo[b,d,f]azepine (CAS: 29875-73-8) typically synthesized?

9H-Tribenzo[b,d,f]azepine is typically synthesized via a multi-step process invo...

29875-73-89H-Tribenzo[b,d,f]az...
Compound Q&A

How is 1-Cyclopropyl-7-ethoxy-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid (CAS: 1797982-51-4) typically synthesized?

1-Cyclopropyl-7-ethoxy-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinolinecarboxyli...

1797982-51-41-Cyclopropyl-7-etho...
Compound Q&A

How should waste containing Methyl 3-oxo-1,2,3,4-tetrahydro-6-quinoxalinecarboxylate (CAS: 671820-52-3) be handled?

Waste containing Methyl 3-oxo-1,2,3,4-tetrahydro-6-quinoxalinecarboxylate (CAS: ...

671820-52-3Methyl 3-oxo-1,2,3,4...

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.