由於高反應性含氧物質，如超過氧陰離子自由基與氫氧根自由基，在生物體內扮演重要生化角色，因此本論文對O2-.陰離子自由基的製備與應用進行探討。循環伏安法及化學發光反應證實，維生素K3及維生素B2等醌類化合物可經由電化學或光化學機制將氧氣轉化成含氧自由基，而使發光胺產生化學螢光。過氧歧化酶及甘露糖醇檢測證實，所催化生成的含氧自由基中大多為O2-.陰離子自由基。
醌類化合物亦可與含氯或與含溴有機化合物，如二溴丙酸、溴丙醇及溴酚等，進行錯合反應，其中苯環數愈多的醌類，其與有機鹵化物間的錯合平衡常數愈小。此外，具間位與鄰位羰基的醌類化合物與有機鹵化物錯合時，多呈現兩階段式反應，而具對位羰基者則多呈現單一段變化行為。利用化學修飾法，我們可將二胺蒽醌製備成修飾電極，並藉以催化還原氧氣以生成O2-.陰離子自由基，而所修飾的蒽醌亦具有與有機鹵化物進行錯合反應的能力。
醌類化合物所催化生成的O2-.陰離子自由基，若被轉化成氫氧根自由基後，可進而分解含溴化合物，其中以溴酚的反應性最快，而以二溴丙酸的反應性最慢。

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