| Budget Amount *help |
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2013: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Fiscal Year 2012: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
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| Research Abstract |
Diisobutylaluminum hydride (DIBAL-H)-promoted reaction of silylated 1,3-enynes provided tetrasubstituted benzenes with complete regioselectivity. The reaction proceeds through dimerization of silylated 1,3-enynes via skeletal rearrengment. Stepwise cross-reaction between two different silylated 1,3-enynes also proceeds to give o,o-bissilylated styrenes in moderate yields. In the latter case, addition of ether enables the stepwise reaction. Silylated acetylenes could also be used instead of the 1,3-enynes. The stilbenes, which could be synthesized by the present reaction, exhibit efficient fluorescence emission in solid and crystal state. The fluorescence quantum yield of one o,o-bissilylstilbenes is 111 times larger than that of dichloromethane solution. Due to the bulky trimethylsilyl group inhibits the crystals from packing tightly to cause concentration quenching. Consequently, the crystals exhibit efficient fluorescence emission.
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