Discovery and synthetic applications of novel silicon-carbon bond cleavage reactions based on the coordination number change of organosilicon compounds

• TAMAO Kohei

  Advanced Science Institute, RIKEN

抄録

Some synthetically useful transformations of organosilicon compounds have been developed since the mid 1970s, based on the new concept that the silicon-carbon bonds are activated toward electrophilic cleavage via the formation of penta- and hexa-coordinate species. This review mainly consists of the following aspects: (1) a general concept for the activation of the silicon-carbon bond via penta- and hexa-coordinate species, (2) synthetic application of hexa-coordinate organopentafluorosilicates, and (3) development of the H₂O₂ oxidation of the silicon-carbon bond and its synthetic applications via the intramolecular hydrosilylation, silicon-tethered intramolecular radical cyclization and Diels-Alder reaction, and some silicon-containing organometallic reagents for nucleophilic hydroxymethylation and hydroxyallylation synthons.<BR><BR>(Communicated by Hitosi NOZAKI, M.J.A.)

収録刊行物

• Ｐｒｏｃｅｅｄｉｎｇｓ　ｏｆ　ｔｈｅ　Ｊａｐａｎ　Ａｃａｄｅｍｙ．　Ｓｅｒ．　Ｂ：　Ｐｈｙｓｉｃａｌ　ａｎｄ　Ｂｉｏｌｏｇｉｃａｌ　Ｓｃｉｅｎｃｅｓ

  Ｐｒｏｃｅｅｄｉｎｇｓ　ｏｆ　ｔｈｅ　Ｊａｐａｎ　Ａｃａｄｅｍｙ．　Ｓｅｒ．　Ｂ：　Ｐｈｙｓｉｃａｌ　ａｎｄ　Ｂｉｏｌｏｇｉｃａｌ　Ｓｃｉｅｎｃｅｓ 84 (5), 123-133, 2008

  日本学士院

キーワード

• organosilicon chemistry
• hypercoordination
• organopentafluorosilicate
• hydrogen peroxide oxidation
• intramolecular hydrosilylation

詳細情報

• CRID: 1390282679121547648
• NII論文ID: 130000093936
• NII書誌ID: AA00785485
• DOI: 10.2183/pjab.84.123
• ISSN: 13492896
• ISSN: 03862208
• NDL書誌ID: 9495337
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I9495337
• Web Site: https://www.jstage.jst.go.jp/article/pjab/84/5/84_5_123/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可