TY - JOUR
T1 - Chemical and Photochemical Behavior of Nondissociating Cyclopentadienone Dimers
AU - Fuchs, Benzion
AU - Pasternak, Mordechai
AU - Pazhenchevsky, Barak
PY - 1981/5
Y1 - 1981/5
N2 - The nondissociating character and endo configuration of the substituted cyclopentadienone dimers 2c,d along with the novel “mixed dimers” 2e,f were unequivocally demonstrated. Irradiation of the dimers 2c,d brings about only reversible 1,3-rearrangement to 11c,d of all the possible modes available to the system (Scheme IV). In contrast to that, the “mixed dimers” 2e,f undergo only internal cycloaddition to the dissymmetric cage products 6e,f. Stereoelectronic arguments are put forward to rationalize this behavior in a general framework of this class of compounds.
AB - The nondissociating character and endo configuration of the substituted cyclopentadienone dimers 2c,d along with the novel “mixed dimers” 2e,f were unequivocally demonstrated. Irradiation of the dimers 2c,d brings about only reversible 1,3-rearrangement to 11c,d of all the possible modes available to the system (Scheme IV). In contrast to that, the “mixed dimers” 2e,f undergo only internal cycloaddition to the dissymmetric cage products 6e,f. Stereoelectronic arguments are put forward to rationalize this behavior in a general framework of this class of compounds.
UR - http://www.scopus.com/inward/record.url?scp=0011884886&partnerID=8YFLogxK
U2 - 10.1021/jo00323a009
DO - 10.1021/jo00323a009
M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???
AN - SCOPUS:0011884886
SN - 0022-3263
VL - 46
SP - 2017
EP - 2020
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 10
ER -