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Pentasila-1,4-diene: Homoconjugation between SiSi Double Bonds via a SiMe2 Unit

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posted on 19.12.2016, 00:00 by Tomoyuki Kosai, Shintaro Ishida, Takeaki Iwamoto
Although the synthesis of several bis­(disilenes) has already been reported, the number of reported conjugation modes between the SiSi double bonds remains limited. Herein, we report the properties of the stable pentasila-1,4-diene 1, which was obtained from the reaction of two equivalents of disilenide 4 with dichlorodimethylsilane. The π­(SiSi)→π*­(SiSi) absorption band of 1 is considerably broadened and red-shifted compared to those of the corresponding monodisilene and hexasila-1,5-diene, but blue-shifted relative to those of typical tetrasila-1,3-dienes. The bathochromic shift and the broadening of the absorption band in 1 should be attributed to the homoconjugation between SiSi double bonds through the SiMe2 unit.