1H NMR study of hydrogen abstraction in model compound mimics of polymers

Lancaster, JR; Smilowitz, R; Turro, NJ; Koberstein, JT

HERO ID

4854514

Reference Type

Journal Article

Year

2014

Language

English

PMID

24256104

HERO ID 4854514
In Press No
Year 2014
Title 1H NMR study of hydrogen abstraction in model compound mimics of polymers
Authors Lancaster, JR; Smilowitz, R; Turro, NJ; Koberstein, JT
Journal Photochemistry and Photobiology
Volume 90
Issue 2
Page Numbers 394-401
Abstract Small molecules representing common synthetic polymers were subjected to photochemically induced hydrogen abstraction by benzophenone. Reactions were monitored using (1) H NMR to query the factors that influence preferential abstraction of protons in unique chemical environments. Differences in bond dissociation energies do not fully explain the observed hydrogen abstraction preferences. To that end, we identify contributions to abstraction from prereactive complexation, radical stability, steric effects and charge transfer effects. Using representative small molecule model compounds in lieu of polymeric materials is a novel approach to understanding photochemical reaction in polymers; however, it cannot probe the contributions of macromolecular effects--e.g. polymer rigidity or side chain and backbone mobility--to preferential hydrogen abstraction.
Doi 10.1111/php.12214
Pmid 24256104
Wosid WOS:000332774400019
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English