TY - JOUR
T1 - Synthesis and photoreaction of polymethyl substituted [2.2] metaparacyclophanes
AU - Sharma, Bigyan
AU - Tazoe, Kazuya
AU - Feng, Xing
AU - Matsumoto, Taisuke
AU - Tanaka, Junji
AU - Yamato, Takehiko
N1 - Funding Information:
This work was performed under the Cooperative Research Program of “Network Joint Research Center for Materials and Devices (Institute for Materials Chemistry and Engineering, Kyushu University)”.
PY - 2013/4/10
Y1 - 2013/4/10
N2 - Polymethyl substituted [2.2]metaparacyclophanes were synthesized via the corresponding 2,11-dithia [3.3]metaparacyclophanes. Photooxygenation reaction of 4,5,6,12,13,15,16-heptamethyl[2.2]metaparacyclophane using a high pressure mercury lamp led to the mono-endoperoxidation of only the para benzene ring; this was attributed to the much larger degree of deformation of the para-benzene ring than of the meta-benzene ring. On the other hand, whilst irradiation of the photoreaction of 4,5,6,8,12,13,15,16-octamethyl[2.2]metaparacyclophane under the same reaction conditions produced only the bis-endoperoxide (on both the meta- and para-benzene rings).
AB - Polymethyl substituted [2.2]metaparacyclophanes were synthesized via the corresponding 2,11-dithia [3.3]metaparacyclophanes. Photooxygenation reaction of 4,5,6,12,13,15,16-heptamethyl[2.2]metaparacyclophane using a high pressure mercury lamp led to the mono-endoperoxidation of only the para benzene ring; this was attributed to the much larger degree of deformation of the para-benzene ring than of the meta-benzene ring. On the other hand, whilst irradiation of the photoreaction of 4,5,6,8,12,13,15,16-octamethyl[2.2]metaparacyclophane under the same reaction conditions produced only the bis-endoperoxide (on both the meta- and para-benzene rings).
UR - http://www.scopus.com/inward/record.url?scp=84873459147&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84873459147&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2012.12.054
DO - 10.1016/j.molstruc.2012.12.054
M3 - Article
AN - SCOPUS:84873459147
SN - 0022-2860
VL - 1037
SP - 271
EP - 275
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
ER -