Premium
Singlet Oxygen Photo‐Oxygenation in Water/Pluronic F‐127 Hydrogels: Increased Reaction Efficiency Coupled with a Switch in Regioselectivity
Author(s) -
Griesbeck Axel G.,
Uhlig Johannes,
Sottmann Thomas,
Belkoura Lhoussaine,
Strey Reinhard
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201202296
Subject(s) - singlet oxygen , regioselectivity , chemistry , photochemistry , poloxamer , oxygen , photooxygenation , self healing hydrogels , ene reaction , singlet state , polymer , polymer chemistry , excited state , organic chemistry , catalysis , copolymer , physics , nuclear physics
Pluronic F‐127 hydrogels are highly efficient microenvironments for photochemical reactions, as demonstrated for singlet oxygen reactions of monoalkenes. Nonpolar substrates are localized in the nanosized polymer compartment, which can be visualized by neutron scattering. The efficiency of 1 O 2 reactions is strongly increased for tiglate derivatives and the regioselectivity of the ene reaction of trisubstituted alkenes is completely switched in comparison with solution phase and inverted in comparison with intrazeolite photo‐oxygenations.