TY - JOUR
T1 - A supramolecular protecting group strategy introduced to the organic solid state
T2 - Enhanced reactivity through molecular pedal motion
AU - Elacqua, Elizabeth
AU - Kaushik, Poonam
AU - Groeneman, Ryan H.
AU - Sumrak, Joseph C.
AU - Bučar, Dejan Krešimir
AU - MacGillivray, Leonard R.
PY - 2012/1/23
Y1 - 2012/1/23
N2 - A supramolecular protecting group strategy has been applied to achieve solid-state photodimerizations of olefins lined with a combination of hydrogen-bond-donor and -acceptor groups. Esters were used as protecting groups to generate head-to-head photodimers that were readily converted into diacids. A protected olefin equipped with a stilbene unit exhibits enhanced reactivity that is ascribed to pedal motions in the solid state (orange hexagons: template: blur circles: recognition sites).
AB - A supramolecular protecting group strategy has been applied to achieve solid-state photodimerizations of olefins lined with a combination of hydrogen-bond-donor and -acceptor groups. Esters were used as protecting groups to generate head-to-head photodimers that were readily converted into diacids. A protected olefin equipped with a stilbene unit exhibits enhanced reactivity that is ascribed to pedal motions in the solid state (orange hexagons: template: blur circles: recognition sites).
UR - http://www.scopus.com/inward/record.url?scp=84855999411&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84855999411&partnerID=8YFLogxK
U2 - 10.1002/anie.201106842
DO - 10.1002/anie.201106842
M3 - Article
C2 - 22162410
AN - SCOPUS:84855999411
SN - 1433-7851
VL - 51
SP - 1037
EP - 1041
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 4
ER -