Exploiting Chitin as a Source of Biologically Fixed Nitrogen: Formation and Full Characterization of Small-Molecule Hetero- and Carbocyclic Pyrolysis Products

Maryam Nikahd; Jiri Mikusek; Li-Juan Yu; Michelle L Coote; Martin G Banwell; Chenxi Ma; Michael G Gardiner

doi:10.1021/acs.joc.9b03438

Exploiting Chitin as a Source of Biologically Fixed Nitrogen: Formation and Full Characterization of Small-Molecule Hetero- and Carbocyclic Pyrolysis Products

J Org Chem. 2020 Apr 3;85(7):4583-4593. doi: 10.1021/acs.joc.9b03438. Epub 2020 Feb 12.

Authors

Maryam Nikahd¹, Jiri Mikusek¹, Li-Juan Yu^{1

2}, Michelle L Coote^{1

2}, Martin G Banwell^{1

3}, Chenxi Ma¹, Michael G Gardiner¹

Affiliations

¹ Research School of Chemistry, Institute of Advanced Studies The Australian National University, Canberra, ACT 2601, Australia.
² ARC Centre of Excellence for Electromaterials Science, Research School of Chemistry, The Australian National University, Canberra, ACT 2601, Australia.
³ Institute for Advanced and Applied Chemical Synthesis, Jinan University, Guangzhou 510632, China.

PMID: 32019306
DOI: 10.1021/acs.joc.9b03438

Abstract

Pyrolysis of variously pretreated or untreated samples of chitin (1) and certain congeners at 150-350 °C afforded a range of platform molecules, as exemplified by compounds 4, 5, 6, 8, 12 and 13. All of these products have been fully characterized, including by single-crystal X-ray analysis. Pathways for the formation of them are proposed and theoretical studies of certain aspects of these described.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Chitin*
Nitrogen
Pyrolysis*

Substances

Chitin
Nitrogen