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Reactions of the peraryl‐substituted cyclotrisilene 5 (c‐Si3R4, R = Tip = iPr3C6H2) with chalcogens initially result in Si=Si double bond π‐addition products, 2‐chalcogena‐1,3,4‐trisila‐bicyclo[1.1.0]butanes 6a–6c. Treatment with an excess of sulfur or selenium leads to the insertion of a second equivalent into the bridging Si‐Si single bond of 6a and 6b and thus affords 2,4‐dichalcogena‐1,3,5‐trisilabicyclo[1...
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