Synthesis of Oxosumanenes through Benzylic Oxidation

Synthesis of Oxosumanenes through Benzylic Oxidation
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DOI:
10.1021/jo2012412
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发表时间:
2011-10-07
影响因子:
3.6
通讯作者:
Hirao, Toshikazu
Hirao, Toshikazu
中科院分区:
化学2区
文献类型:
--
作者:
Amaya, Toru;Hifumi, Maiko;Hirao, Toshikazu

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通过苄基氧化反应合成了氧代苏满烯。电子和氧化还原性质被揭示,表现出扩大的π共轭相比,苏曼烯。单晶X-射线分析表明,monooxsumanene柱状π堆积在一个凹凸的方式。三氧代衍生物的立体选择性三甲基化是通过1,2-加成羰基进行的。
Oxosumanenes were synthesized through benzylic oxidation. The electronic and redox properties were revealed to exhibit the expanded pi-conjugation compared to sumanene. Single-crystal X-ray analysis of monooxosumanene showed columnar pi-stacking in a concave-convex fashion. Stereoselective trimethylation of the trioxo derivative was performed via 1,2-addition to the carbonyl groups.