目前自身耦合產物從未以綠色化學方法合成含噻吩小分子之有機光電材料，我們期望可以藉由更環保的方法合成具有功能性之建構單元。 ;We report herein an operationally simple homocoupling reaction that targets on the green synthesis of organic-electronically important building blocks. A variety of synthetically useful bithiophene derivatives and functionalized biphenyls are efficiently prepared by a on-water and under-air protocol using recyclable Pd/C as catalyst. We find that Pd/C gives generally higher and cleaner homocoupling conversions than using Pd(OAc)2 in the cases of (hetero)aryl iodides since Pd(OAc)2 triggers more side reactions including dehalogenations and oligomerizations. Under the optimum conditions, a broad range of functional groups such as ester, ketone, aldehyde, nitrile, nitro group, chloride, and bromide are well tolerated. We expect present methodology would make a valuable synthetic contribution towards bridging green chemistry with thiophene-based organic materials.