Synthesis and Characterization of Cyclophanedines

• Main Authors: Sheng-hao Yu, 余陞豪
• Other Authors: Chin-yang Yu
• Format: Others
• Language: en_US
• Published: 2013
• Online Access: http://ndltd.ncl.edu.tw/handle/39584042802323192708

碩士 === 國立臺灣科技大學 === 材料科學與工程系 === 101 === The aim of this thesis was to synthesize and characterization of tetraoctyloxy substituted [2.2]paracyclophane-1,9-dienes, tetraoctyloxy substituted [2.2]paranaphthalenephane-1,9-dienes and tetraoctyloxy substituted [2.2]naphthalene paracyclophane-1,9-dienes based monomers. The three monomers can be prepared in three steps from dithia[3.3]paracyclophanes, dithia[3.3]paranaphthalenephane or dithia[3.3]naphthalene paracyclophanes. A mixture of pseudo-geminal and pseudo-ortho diastereomers is produced and the pure compounds by column chromatography and recrystallization. We can determine their structure is right from NMR, Mass and X-ray crystal structure. The solid state structures of these diastereomers reveal strongly distorted aromatic rings consistent with high levels of ring strain.