The barrier to enantiomerization of N-Boc-2-lithiopyrrolidine: the effect of chiral and achiral diamines

Literature Information

Publication Date 2007-11-15
DOI 10.1039/B714302H
Impact Factor 6.222
Authors

Taher I. Yousaf, Iain Coldham, Robert E. Gawley


View Original

Abstract

(−)-Sparteine and TMEDA dramatically lower both enthalpy and entropy of activation for the barrier to enantiomerization of N-Boc-2-lithiopyrrolidine in diethyl ether, whereas N,N′-diisopropyl bispidine has little effect; the entropy of activation for enantiomerization is zero in the presence of TMEDA and slightly negative in the presence of sparteine; these data suggest a subtle change in mechanism of enantiomerization in the presence of TMEDA and sparteine.

Related Literature

A spectroscopic investigation on the interaction of a magnetic ferrofluid with a model plasma protein: effect on the conformation and activity of the protein

Bijan Kumar Paul, Kaustav Bhattacharjee, Subhrangsu Bose, Nikhil Guchhait

2012-09-25 Paper

DOI: 10.1039/C2CP42415K

Electronic structures and optical properties of the IPR-violating C60X8 (X = H, F, and Cl) fullerene compounds: a computational study

Shu-Wei Tang, Feng-Di Wang, Nan-Nan Zhang, Ying-Fei Chang, Hao Sun, Jing-Ping Zhang, Hai-Ming Xie, Yong-Qing Qiu, Rong-Shun Wang

2012-10-16 Paper

DOI: 10.1039/C2CP42134H

Thermal decomposition of solution processable metal xanthates on mesoporous titanium dioxide films: a new route to quantum-dot sensitised heterojunctions

Thierry Lutz, Andrew MacLachlan, Anna Sudlow, Jenny Nelson, Michael S. Hill, Saif A. Haque

2012-11-06 Communication

DOI: 10.1039/C2CP43534A

The role of hydroxylation in the step stability and in the interaction between steps: a first-principles study of vicinal MgO surfaces

Fabio Finocchi, Pascale Geysermans, Antonin Bourgeois

2012-08-22 Paper

DOI: 10.1039/C2CP41835E

Is C60 buckminsterfullerene aromatic?

Zhongfang Chen, Judy I. Wu, Clémence Corminboeuf, Jonathan Bohmann, Xin Lu, Andreas Hirsch, Paul von Ragué Schleyer

2012-08-13 Paper

DOI: 10.1039/C2CP42146A

Neutral noble gas compounds exhibiting a Xe–Xe bond: structure, stability and bonding situation

Israel Fernández, Gernot Frenking

2012-05-10 Paper

DOI: 10.1039/C2CP41244F

Computer simulation study of nanoparticle interaction with a lipid membrane under mechanical stress

Kan Lai, Biao Wang, Yong Zhang, Yue Zheng

2012-10-23 Paper

DOI: 10.1039/C2CP42027A

Limits of metastability in amorphous ices: the neutron scattering Debye–Waller factor

Katrin Amann-Winkel, Florian Löw, Philip H. Handle, Burkhard Geil, Franz Fujara, Thomas Loerting

2012-10-22 Paper

DOI: 10.1039/C2CP42797D

Metal–insulator transition in V1−xWxO2: structural and electronic origin

Cheng Si, Wei Xu, Huan Wang, Jing Zhou, Abduleziz Ablat, Linjuan Zhang, Jie Cheng, Zhiyun Pan, Lele Fan, Chongwen Zou

2012-09-10 Paper

DOI: 10.1039/C2CP42313H

You might also like

Compound Q&A

What precautions should be taken when handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3)?

When handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3), safety go...

40716-16-34-Methyl-6-(trifluor...
Compound Q&A

What is 4-(3,5-Difluorophenyl)aniline (CAS: 405058-00-6)?

4-(3,5-Difluorophenyl)aniline is an aromatic organic compound with the CAS numbe...

405058-00-64-(3,5-Difluoropheny...
Compound Q&A

How is 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid (CAS: 338982-07-3) typically synthesized?

5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid can ...

338982-07-35-{[4-(Trifluorometh...
Compound Q&A

What is the market or research trend for 4-Benzylaniline hydrochloride (CAS: 6317-57-3)?

The market for 4-Benzylaniline hydrochloride (CAS: 6317-57-3) is steadily growin...

6317-57-34-Benzylaniline hydr...
Compound Q&A

Is [3-(Diethylsulfamoyl)phenyl]boronic acid (CAS: 871329-58-7) safe?

[3-(Diethylsulfamoyl)phenyl]boronic acid is generally considered safe when handl...

871329-58-7[3-(Diethylsulfamoyl...
Compound Q&A

What are the main uses of 3-Bromo-2,5-dimethoxyaniline (CAS: 115929-62-9)?

3-Bromo-2,5-dimethoxyaniline is mainly used in the pharmaceutical and chemical i...

115929-62-93-Bromo-2,5-dimethox...
Compound Q&A

What regulatory guidelines apply to N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7)?

N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7) is subject to ...

915922-67-7N-Methyl-1-(5-methyl...
Compound Q&A

What industries use Carbamic acid, N-[(5S)-5,6-diamino-6-oxohexyl]-, 1,1-dimethylethyl ester (CAS: 24828-96-4)?

This compound is primarily used in the pharmaceutical industry for the synthesis...

24828-96-4Carbamic acid, N-[(5...
Compound Q&A

How should 2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) be stored?

2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) sho...

1298101-47-92-Methyl-2-propanyl ...
Compound Q&A

What industries use Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9)?

Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9) is utilized in the pharma...

367-33-9Ethyl 2-bromo-4,4,4-...

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.