FeCl3-Mediated Oxidative Spirocyclization of Difluorenylidene Diarylethanes Leading to Dispiro[fluorene-9,5'-indeno[2,1-a]indene-10',9''-fluorene]s.

FeCl3-Mediated Oxidative Spirocyclization of Difluorenylidene Diarylethanes Leading to Dispiro[fluorene-9,5'-indeno[2,1-a]indene-10',9''-fluorene]s.
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DOI:
10.1002/anie.201507794
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发表时间:
2016-01
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通讯作者:
Jian Zhao;Zhanqiang Xu;K. Oniwa;N. Asao;Yoshinori Yamamoto;T. Jin
Jian Zhao;Zhanqiang Xu;K. Oniwa;N. Asao;Yoshinori Yamamoto;T. Jin
中科院分区:
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文献类型:
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作者:
Jian Zhao;Zhanqiang Xu;K. Oniwa;N. Asao;Yoshinori Yamamoto;T. Jin

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报道了一种新的fecl3介导的氧化螺旋环化反应,用于构建一类新的双螺旋连接π共轭分子,dispiro[芴-9,5'-吲哚[2,1- A]吲哚-10',9' -芴]s (dsfiif)。FeCl3与FeO(OH)的结合引发了前所未有的双单电子氧化二氟酰基二乙烷,以获得相应的高产量的二吡咯环。溶液中荧光量子产率最高可达0.94。本规程也适用于非螺链二氢茚二酮的合成。
A novel FeCl3-mediated oxidative spirocyclization for construction of a new class of di-spirolinked π-conjugated molecules, dispiro[fluorene-9,5'-indeno[2,1-a]indene-10',9''-fluorene]s (DSFIIFs), has been reported. The combination of FeCl3 with FeO(OH) triggered an unprecedented double one-electron oxidation of difluorenylidene diarylethanes to afford the corresponding dispirocycles in high yields. The highest fluorescence quantum yield was up to 0.94 in solution. This protocol is also applicable to the synthesis of the non-spirolinked dihydroindenoindenes.