Synthesis and properties of 2,3-diphenylcyclopropenone-derived spirolactones

• Main Authors: Kuo, Chiao-wen, 郭巧文
• Other Authors: Yang, Ding-Yah
• Format: Others
• Language: zh-TW
• Published: 2011
• Online Access: http://ndltd.ncl.edu.tw/handle/73682414380839456908

碩士 === 東海大學 === 化學系 === 99 === This thesis described the efforts to explore the chemistry of diphenylcyclopropenones and their dimer spirolactones and subsequently evaluate their potentials to function as molecular switches as well as thermochromic colorants. First, a pseudo three-state molecular switch between diphenylcyclopropenone and its dimer spirolactone is introduced to serve as potential EnOR logic gates. This simple system detects ultraviolet light, heat and Cu(I) as three input signals and the absorption band at 500 nm as an output signal. One state can be switched to the other via a transient red diphenylcyclopropenyl radical species only when external stimuli such as light and Cu(I) (or heat and Cu(I)) are applied simultaneously. Second, two o-hydroxyphenylcyclopropenone-derived spirolactones were synthesized using dimerization of 1,2-diphenylcyclopropenone cyclopropenone as a key step to investigate their potential thermochromic properties.