Minimising conformational bias in fluoroprolines through vicinal difluorination‡

Literature Information

Publication Date 2018-04-16
DOI 10.1039/C8CC01493K
Impact Factor 6.222
Authors

Emile Ottoy, Mark E. Light, Bruno Kieffer, Ilya Kuprov, Jose C. Martins, Davy Sinnaeve, Bruno Linclau


View Original

Abstract

Monofluorination at the proline 4-position results in conformational effects, which is exploited for a range of applications. However, this conformational distortion is a hindrance when the natural proline conformation is important. Here we introduce (3S,4R)-3,4-difluoroproline, in which the individual fluorine atoms instil opposite conformational effects, as a suitable probe for fluorine NMR studies.

Related Literature

Cu(i) vs. Ru(ii) photosensitizers: elucidation of electron transfer processes within a series of structurally related complexes containing an extended π-system

Philipp Traber, Linda Zedler, Stephan Kupfer, Stefanie Gräfe, Martin Schulz, Wolfgang Frey, Michael Karnahl

2018-09-11 Paper

DOI: 10.1039/C8CP04595J

Ultrafast excited-state dynamics of 2,5-dimethylpyrrole

Zhichao Chen, Zhigang He, Kaijun Yuan, Dongxu Dai, Xueming Yang, Guorong Wu

2018-03-30 Paper

DOI: 10.1039/C8CP00883C

Heavy carbon nanodots: a new phosphorescent carbon nanostructure

Rachael Knoblauch, Brian Bui, Ammar Raza, Chris D. Geddes

2018-05-16 Paper

DOI: 10.1039/C8CP02675K

Delocalized hole transport coupled to sub-ns tryptophanyl deprotonation promotes photoreduction of class II photolyases

Fabien Lacombat, Agathe Espagne, Nadia Dozova, Pascal Plaza, Elisabeth Ignatz, Stephan Kiontke, Lars-Oliver Essen

2018-09-20 Paper

DOI: 10.1039/C8CP04548H

Stability of metallo-porphyrin networks under oxygen reduction and evolution conditions in alkaline media

Diana Hötger, Markus Etzkorn, Benjamin Wurster, Jan Dreiser, Sebastian Stepanow, Doris Grumelli, Rico Gutzler

2019-01-11 Paper

DOI: 10.1039/C8CP07463A

Novel carbon polymorphs with cumulative double bonds in three-dimensional sp–sp2 hybrid framework

Lingyu Liu, Meng Hu, Chao Liu, Xiaowei Liang, Yilong Pan, Pan Ying, Zhisheng Zhao, Guoying Gao, Julong He, Yongjun Tian

2018-04-12 Paper

DOI: 10.1039/C8CP00107C

Back cover

Cover

DOI: 10.1039/C8CP91800G

A theoretical insight into a feasible strategy for the fabrication of borophane

Gangqiang Qin, Aijun Du, Qiao Sun

2018-05-17 Paper

DOI: 10.1039/C8CP01407H

Surface premelting/recrystallization governing the collapse of open-cell nanoporous Cu via thermal annealing

L. Wang, X. M. Zhang, L. Deng, J. F. Tang, S. F. Xiao, H. Q. Deng, W. Y. Hu

2018-05-21 Paper

DOI: 10.1039/C8CP02287A

Thermodynamics and defect chemistry of substitutional and interstitial cation doping in layered α-V2O5

Kit McColl, Ian Johnson, Furio Corà

2018-05-11 Communication

DOI: 10.1039/C8CP02187B

You might also like

Compound Q&A

Is 2-(2-chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) safe?

2-(2-Chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) is generally consi...

7765-11-92-(2-chloroacetamido...
Compound Q&A

Is 2-(Benzyloxy)-5-bromobenzoic acid (CAS: 62176-31-2) safe?

2-(Benzyloxy)-5-bromobenzoic acid can be handled safely if appropriate precautio...

62176-31-22-(Benzyloxy)-5-brom...
Compound Q&A

What is (4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride (CAS: 1159825-48-5)?

(4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride is a chemical compound ...

1159825-48-5(4-Methyl-1,2,5-oxad...
Compound Q&A

What is 2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54-7)?

2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54...

917985-54-72-(5-Hexylthiophen-2...
Compound Q&A

Are there alternatives to 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS: 102771-26-6) in synthesis?

While 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS:...

102771-26-64-(8-Methyl-9H-1,3-d...
Compound Q&A

What is the market or research trend for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine-6-carboxylate (CAS: 851376-80-2)?

The market for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine...

851376-80-2tert-butyl 3-hydroxy...
Compound Q&A

How should waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) be handled?

Waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) should ...

6844-58-23,5-Diamino-1H-pyraz...
Compound Q&A

How is (6-Fluoro-3-pyridinyl)boronic acid (CAS: 351019-18-6) typically synthesized?

(6-Fluoro-3-pyridinyl)boronic acid can be synthesized through the reaction of 6-...

351019-18-6(6-Fluoro-3-pyridiny...
Compound Q&A

What industries use Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9)?

Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9) finds applications in vario...

10065-79-9Dibenzyl carbonimido...
Compound Q&A

What is the market or research trend for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4)?

The market for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4) is g...

74228-83-4(beta,beta,2,3,4,5,6...

Source Journal

Chemical Communications

Chemical Communications
CiteScore: 8.6
Self-citation Rate: 4.7%
Articles per Year: 2458

ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry

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.