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Electrochemical Dearomatization of Commodity Polymers.

Authors :
Siddiqi Z
Sarlah D
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2021 Dec 22; Vol. 143 (50), pp. 21264-21269. Date of Electronic Publication: 2021 Dec 10.
Publication Year :
2021

Abstract

Dearomatizations are widely adopted strategies in synthetic organic chemistry that convert arenes into compounds of broader utility; however, these transformations are virtually nonexistent in macromolecular chemistry. Herein, we report the first systematic investigations into electroreductive dearomatization of common polymers, delivering polyolefinic materials without significant molecular weight changes across several orders of magnitude (10 <superscript>3</superscript> -10 <superscript>6</superscript> Da) and with a controlled and broad range of reduction. The dearomatized and further elaborated products provided new material space that could not be obtained by using any existing polymerization or functionalization methods. This study also represents a rare example of solution-based electrosynthesis involving macromolecules and revealed an interesting electrochemical phenomenon between the molecular weight of polymer and conversion.

Details

Language :
English
ISSN :
1520-5126
Volume :
143
Issue :
50
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
34890202
Full Text :
https://doi.org/10.1021/jacs.1c11546