The Cover Feature shows the concept of the convergent synthesis of E‐disilene, the silicon analogue of E‐olefin, by the reduction of diastereomerically pure 1,2‐dichlorodisilanes. Although this method has been well‐known as the synthetic strategy of disilenes since the 1980s, the reaction mechanisms are hardly elucidated. Therefore, the mechanistic investigation of the reductive synthesis of disilenes is a classical but uncharted subject. We report that the reduction of both (R*,R*)‐ and (R*,S*)‐1,2‐dichlorodisilanes possessing 2,4,6‐triisopropylphenyl (Tip) and p‐methoxyphenyl (p‐anisyl; Anis) groups afforded the corresponding E‐disilene as a sole isomer. These results suggest that the elimination of two chlorine atoms proceeded not with a concerted but with a stepwise mechanism. More information can be found in the Research Article by Y. Jun‐i, Y. Mizuhata and N. Tokitoh.