有機ホウ素化合物
(Organoborane compound or organoboron compounds から転送)
出典: フリー百科事典『ウィキペディア(Wikipedia)』 (2024/01/06 01:23 UTC 版)
有機ホウ素化合物(ゆうきホウそかごうぶつ、英語: Organoborane compound or organoboron compounds)とは、ホウ素(元素記号B)と炭素(元素記号C)の結合を持った有機化合物の総称である。これらはトリアルキルボランなどBH3の誘導体である。有機ホウ素化学(Organoboron chemistryまたはorganoborane chemistry)はこれらの化合物の化学を指す言葉である[1][2]。有機ホウ素化合物は様々な化学反応を行う上で重要な試薬であるが、最も広く利用されているのはヒドロホウ素化である。
注釈
出典
- ^ The Roles of Boron and Silicon, Susan E. Thomas; Oxford Chemistry Primers No.1; 1991: Very good general book covering all the important reactions of boron and organoboranes in organic chemistry.
- ^ Organometallics Christoph Elschenbroich 3rd Ed. 2006 ISBN 3-527-29390-6 – Wiley-VCH, Weinheim
- ^ Advanced Organic Chemistry, F.A. carey, R.J. Sundberg ISBN 0-306-41088-5
- ^ Lachance H., Hall D. (2008). Allylboration of Carbonyl Compounds. 73. 1. doi:10.1002/0471264180.or073.01. ISBN 978-0471264187
- ^ Nicolaou, K.C.; Sarabia, F.; Ninkovic, S.; Finlay, M.R.V.; Boddy, C.N.C. (1998). “Probing the Ring Size of Epothilones: Total Synthesis of 14-, 15-, 17-, and 18 Epothilones A”. Angewandte Chemie International Edition in English 37 (1–2): 81–84. doi:10.1002/(sici)1521-3773(19980202)37:1/2<81::aid-anie81>3.0.co;2-c 2008年3月2日閲覧。.
- ^ Vedejs E., Chapman R. W., Fields S. C., Lin S., Schrimpf M. R. (1995). “Conversion of Arylboronic Acids into Potassium Aryltrifluoroborates: Convenient Precursors of Arylboron Difluoride Lewis Acids”. Journal of Organic Chemistry 60 (10): 3020–3027. doi:10.1021/jo00115a016.
- ^ Molander Gary A., Canturk Belgin (2009). “Organotrifluoroborates and Monocoordinated Palladium Complexes as Catalysts—A Perfect Combination for Suzuki–Miyaura Coupling”. Angew. Chem. Int. Ed. 48 (49): 9240–9261. doi:10.1002/anie.200904306. PMC 2917751. PMID 19899086 .
- ^ Batey Robert A., Quach Tan D., Shen Ming, Thadani Avinash N., Smil David V., Li Sze-Wan, MacKay D. Bruce (2002). “Organoboron compounds as mild nucleophiles in Lewis acid- and transition metal-catalyzed C–C bond-forming reactions”. Pure and Applied Chemistry 74 (1): 43–55. doi:10.1351/pac200274010043 .
- ^ Miyaura, Norio; Suzuki, Akira (1995). “Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds”. Chemical Reviews 95 (7): 2457–2483. doi:10.1021/cr00039a007.
- ^ Brown, H. C. “Organic Syntheses via Boranes” John Wiley & Sons, Inc. New York: 1975. ISBN 0-471-11280-1.
- ^ 佐藤健太郎『有機化学美術館へようこそ』、技術評論社、2007年、ISBN 978-4-7741-3114-6
- ^ Segawa Yasutomo, Yamashita Makoto, Nozaki Kyoko (2006). “Boryllithium: Isolation, Characterization, and Reactivity as a Boryl Anion”. サイエンス 314 (5796): 113–115. Bibcode: 2006Sci...314..113S. doi:10.1126/science.1131914. PMID 17023656.
- ^ Bethany Halford Boron Attacks Electropositive element pressed into action as nucleophilic boryllithium Chemical & Engineering News 2006; Volume 84(41): 11 Link
- ^ Boronic Acids: Preparation, Applications in Organic Synthesis and Medicine. Dennis G. Hall ISBN 3-527-30991-8
- ^ Paetzold Peter, Englert Ulli, Finger Rudolf, Schmitz Thomas, Tapper Alexander, Ziembinski Ralf (2004). “Reactions at the Boron-Carbon Double Bond of Methyl(methylidene)boranes”. Zeitschrift für anorganische und allgemeine Chemie 630 (4): 508–518. doi:10.1002/zaac.200300396.
- ^ Curran D. P., Solovyev A., Makhlouf Brahmi M., Fensterbank L., Malacria M., Lacôte E. (2011). “Synthesis and Reactions of N-Heterocyclic Carbene Boranes”. Angewandte Chemie International Edition 50 (44): 10294–10317. doi:10.1002/anie.201102717. PMID 21898724.
- ^ Yuzhong Wang, Brandon Quillian, Pingrong Wei, Chaitanya S. Wannere, Yaoming Xie, ブルース・キング, Henry F. Schaefer III, Paul von Ragué Schleyer, and Gregory H. Robinson (2007). “A Stable Neutral Diborene Containing a B=B Double Bond”. J. Am. Chem. Soc. 129 (41): 12412–12413. doi:10.1021/ja075932i. PMID 17887683.
- ^ Neutral Diborene Is A First Ron Dagani Chemical & Engineering News October 1, 2007 Volume 85, Number 40 p. 10 [1]
- ^ Holger Braunschweig; Dewhurst, Rian D. (2013-03-25). “Single, Double, Triple Bonds and Chains: The Formation of Electron-Precise B-B Bonds” (英語). Angewandte Chemie International Edition 52 (13): 3574–3583. doi:10.1002/anie.201208189. ISSN 1521-3773. PMID 23362015.
- ^ Arrowsmith, Merle; Braunschweig, Holger; Stennett, Tom E. (2017-01-02). “Formation and Reactivity of Electron-Precise B−B Single and Multiple Bonds” (英語). Angewandte Chemie International Edition 56 (1): 96–115. doi:10.1002/anie.201610072. ISSN 1521-3773. PMID 27860056 .
- 1 有機ホウ素化合物とは
- 2 有機ホウ素化合物の概要
- 3 有機ホウ素化合物の分類
- 4 その他の利用
- Organoborane compound or organoboron compoundsのページへのリンク