TY - JOUR
T1 - Optical resolution, absolute configuration, and chiroptical properties of three-layered [3.3]paracyclophane
AU - Muranaka, Atsuya
AU - Shibahara, Masahiko
AU - Watanabe, Motonori
AU - Matsumoto, Taisuke
AU - Shinmyozu, Teruo
AU - Kobayashi, Nagao
PY - 2008/11/21
Y1 - 2008/11/21
N2 - (Figure Presented) A racemic mixture of three-layered [3.3]paracyclophane ([3.3]PCP), 1, has been resolved into two enantiomers, and their absolute configuration was determined from a comparison of experimental chiroptical properties and density functional theory (DFT) calculations. A simple model comprising two p-xylenes and 1,2,4,5-tetramethylbenzene (durene) was used to explain the origin of the chiroptical properties of the three-layered cyclophane system.
AB - (Figure Presented) A racemic mixture of three-layered [3.3]paracyclophane ([3.3]PCP), 1, has been resolved into two enantiomers, and their absolute configuration was determined from a comparison of experimental chiroptical properties and density functional theory (DFT) calculations. A simple model comprising two p-xylenes and 1,2,4,5-tetramethylbenzene (durene) was used to explain the origin of the chiroptical properties of the three-layered cyclophane system.
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U2 - 10.1021/jo801441h
DO - 10.1021/jo801441h
M3 - Article
C2 - 18937416
AN - SCOPUS:56449105132
VL - 73
SP - 9125
EP - 9128
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 22
ER -