本論文期望開發一簡單的合成方法，在低溫的條件下進行四員環化反應，生成具有四員環結構聯伸二苯 (biphenylene, 1)之衍生物，並進一步合成聯伸二苯延伸結構。
本篇論文成功將鹵化聯苯化合物18a在低溫下與強鹼作用進行金屬鹵素交換，再經由生成苯炔衍生物進行分子內環化，生成化合物1之衍生物20a，也將此方法運用在三聯苯化合物上，經由雙邊環化後，生成直線型或彎曲型的苯并環丁聯伸二苯衍生物。在分子內環化完成後會形成聯伸二苯鋰化物，藉由加入不同試劑，可將不同官能基引入化合物結構中。
藉由單晶X-ray繞射實驗的結構分析，可以證實聯伸二苯衍生物中之四員環結構具有反芳香性，並且化合物結構中芳香環受到四員環影響而有芳香性下降的現象。

This investigation finds that a series of biphenylene derivatives can be easily formed from the corresponding halobiphenyls by intramolecular cyclization of in-situ generated benzyne intermediates under mild reaction conditions. The reaction conditions for the synthesis of biphenylenes from biphenyl derivatives are systematically examined. The optimized reaction conditions are established using tBuLi as organolithium and ether as solvent. The advantages of this synthetic protocol include no requirement for transition metal catalysts or reagents, easy functionalization of 1-lithio-biphenylenes and moderate to good yields of biphenylene derivatives.

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