An efficient computational model to predict protonation at the amide nitrogen and reactivity along the C–N rotational pathway-Reference-Cited by-同舟云学术

An efficient computational model to predict protonation at the amide nitrogen and reactivity along the C–N rotational pathway

Published:2015 Issue:29 Volume:51 Page:6395-6398
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Szostak Roman¹²³⁴,Aubé Jeffrey⁵⁶⁷⁸⁹,Szostak Michal¹¹⁰¹¹⁹

Affiliation:

1. Department of Chemistry

2. Wroclaw University

3. Wroclaw 50-383

4. Poland

5. Department of Medicinal Chemistry

6. Delbert M. Shankel Structural Biology Center

7. University of Kansas

8. Lawrence

9. USA

10. Rutgers University

11. Newark

Abstract

A computational model enabling prediction of protonation at the amide bond nitrogen atom along the C–N rotational pathway is reported.

Funder

National Institutes of Health

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2015/CC/C5CC01034A

Reference59 articles.

1. A. Greenberg , C. M.Breneman and J. F.Liebman, The Amide Linkage: Structural Significance in Chemistry, Biochemistry, and Materials Science, Wiley, 2000

2. “Amide Resonance” Correlates with a Breadth of C−N Rotation Barriers

3. Resonance Structures of the Amide Bond: The Advantages of Planarity

4. Reliable Determination of Amidicity in Acyclic Amides and Lactams

5. Water-Promoted Hydrolysis of a Highly Twisted Amide: Rate Acceleration Caused by the Twist of the Amide Bond

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