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ID 15360
本文ファイル
著者
Kobayashi, Daisuke
Yamamoto, Yuta
Takehira, Katsuomi
キーワード
Diynes
Dual hydrophosphination
Rare-earth catalysts
NDC
化学
抄録(英)
Dual intermolecular hydrophosphination of conjugated diynes with 2 equiv of diphenylphosphine was catalyzed by ytterbium complexes, Yb(η2- Ph2CNPh)(hmpa)3 (1) and Yb[N(SiMe3) 2]3(hmpa)2 (2), to give the corresponding 1,4-bis(diphenylphosphinyl)buta-1,3-dienes in high yields after oxidative work-up. Distribution of the four possible stereoisomers sharply depended on substituents of the substrates. (Z,Z)-Isomers were predominantly obtained from the disubstituted diynes, together with minor (Z,E)-isomers. On the other hand, the reaction of the terminal diynes provided major (E,Z) and minor (E,E)-butadienes. 1,4-Di-tert-butylbuta-1,3-diyne was exclusively converted to an allenic compound. Moreover, the dual hydrophosphination using phenyphosphine was also performed with 1 and 2. Thus, the reaction of 2 equiv of aromatic alkynes with PhPH2 and subsequent oxidation gave bis(alkenyl) phosphine oxides in preference of the (Z,Z)-stereoisomers.
掲載誌名
Tetrahedron
62巻
11号
開始ページ
2511
終了ページ
2519
出版年月日
2006-03
出版者
Elsevier Ltd
ISSN
0040-4020
NCID
出版者DOI
言語
英語
NII資源タイプ
学術雑誌論文
広大資料タイプ
学術雑誌論文
DCMIタイプ
text
フォーマット
application/pdf
著者版フラグ
author
権利情報
Copyright (c) 2005 Elsevier Ltd.
関連情報URL(IsVersionOf)
http://dx.doi.org/10.1016/j.tet.2005.12.049
部局名
工学研究科