TY - JOUR
T1 - Sulfated carbon quantum dots as efficient visible-light switchable acid catalysts for room-temperature ring opening reactions
AU - Li, Haitao
AU - Sun, Chenghua
AU - Ali, Muataz Adnan
AU - Zhou, Fengling
AU - Zhang, Xinyi
AU - Macfarlane, Douglas Robert
PY - 2015
Y1 - 2015
N2 - Acid catalytic processes play a classic and important role in modern organic synthesis. How well the acid can be controlled often plays the key role in the controllable synthesis of the products with high conversion yield and selectivity. The preparation of a novel, photo-switchable solid-acid catalyst based on carbon quantum dots is described. The carbon quantum dots are decorated with small amounts of hydrogensulfate groups and thus exhibit a photogenerated acidity that produces a highly efficient acid catalysis of the ring opening of epoxides with methanol and other primary alcohols. This reversible, light-switchable acidity is shown to be due to photoexcitation and charge separation in the carbon quantum dots, which create an electron withdrawing effect from the acidic groups. The catalyst is easily separated by filtration, and we demonstrate multiple cycles of its recovery and reuse
AB - Acid catalytic processes play a classic and important role in modern organic synthesis. How well the acid can be controlled often plays the key role in the controllable synthesis of the products with high conversion yield and selectivity. The preparation of a novel, photo-switchable solid-acid catalyst based on carbon quantum dots is described. The carbon quantum dots are decorated with small amounts of hydrogensulfate groups and thus exhibit a photogenerated acidity that produces a highly efficient acid catalysis of the ring opening of epoxides with methanol and other primary alcohols. This reversible, light-switchable acidity is shown to be due to photoexcitation and charge separation in the carbon quantum dots, which create an electron withdrawing effect from the acidic groups. The catalyst is easily separated by filtration, and we demonstrate multiple cycles of its recovery and reuse
KW - hydrogensulfate
KW - photocatalysis
KW - quantum dots
KW - ring-opening reactions
KW - visible-light switchable
UR - http://onlinelibrary.wiley.com/doi/10.1002/anie.201501698/epdf
UR - https://www.scopus.com/pages/publications/84948087248
U2 - 10.1002/anie.201501698
DO - 10.1002/anie.201501698
M3 - Article
SN - 1433-7851
VL - 54
SP - 8420
EP - 8424
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 29
ER -