17O NMR and15N NMR chemical shifts of sterically-hindered amides: ground-state destabilization in amide electrophilicity

Author:

Pace Vittorio12345ORCID,Holzer Wolfgang12345ORCID,Ielo Laura12345,Shi Shicheng6789ORCID,Meng Guangrong6789ORCID,Hanna Mina6789,Szostak Roman6101112ORCID,Szostak Michal131415166ORCID

Affiliation:

1. Department of Pharmaceutical Chemistry

2. Faculty of Life Sciences

3. University of Vienna

4. Vienna A-1090

5. Austria

6. Department of Chemistry

7. Rutgers University

8. Newark

9. USA

10. Wroclaw University

11. Wroclaw 50-383

12. Poland

13. College of Chemistry and Chemical Engineering and Key Laboratory of Auxiliary Chemistry and Technology for Chemical Industry

14. Ministry of Education

15. Xi'an 710021

16. China

Abstract

We report17O NMR and15N NMR spectroscopic data for sterically-hindered acyclic amides. The data demonstrate that a combined use of17O NMR and15N NMR serves as a powerful tool in assessing electronic effects of the amide bond.

Funder

National Science Foundation

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

Reference60 articles.

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