Tetraarylphosphonium Salt-Catalyzed Carbon Dioxide Fixation at Atmospheric Pressure for the Synthesis of Cyclic Carbonates
Tetraarylphosphonium Salt-Catalyzed Carbon Dioxide Fixation at Atmospheric Pressure for the Synthesis of Cyclic Carbonates
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DOI：
10.1021/acscatal.6b02265
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发表时间：
2016-09
期刊：
影响因子：
12.9
通讯作者：
Y. Toda;Yutaka Komiyama;Ayaka Kikuchi;H. Suga
中科院分区：
文献类型：
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作者：
Y. Toda;Yutaka Komiyama;Ayaka Kikuchi;H. Suga
季鏻盐在有机合成中具有重要的用途。然而，发现四芳基鏻盐（TAPS）作为催化剂的用途有限。我们证明了TAPS催化的二氧化碳固定在大气压下与环氧化物的偶联反应。得到五元环状碳酸酯，包括对映体富集的碳酸酯。机理研究揭示了TAPS的行为的起源是通过TAPS经由卤代醇中间体加成到环氧化物上原位形成活性物种。
Phosphonium salts exhibit great utility in organic synthesis. However, tetraarylphosphonium salts (TAPS) have found limited use as catalysts. We demonstrate the TAPS-catalyzed carbon dioxide fixation at atmospheric pressure for the coupling reaction with epoxides. Five-membered cyclic carbonates were obtained, including enantio-enriched carbonates. Mechanistic studies revealed the origin of the behavior of TAPS to be the in situ formation of an active species by TAPS addition to epoxides via halohydrin intermediates.