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小木虫论坛-学术科研互动平台» 网络生活区» 有奖问答 » 有奖问答中转子版 » 帮忙查一个物质的性质、用途及合成方法——求助完毕，谢谢朋友们
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风声

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1楼 2007-06-20 19:31:42
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zyy816

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Bibliographic Information

Air stable, sterically hindered ferrocenyl dialkylphosphines for palladium-catalyzed C-C, C-N, and C-O bond-forming cross-couplings.     Kataoka, Noriyasu; Shelby, Quinetta; Stambuli, James P.; Hartwig, John F.    Dep. Chem.,  Yale Univ.,  New Haven,  CT,  USA.    Journal of Organic Chemistry  (2002),  67(16),  5553-5566.  Publisher: American Chemical Society,  CODEN: JOCEAH  ISSN: 0022-3263.  Journal  written in English.    CAN 137:217039    AN 2002:509541    CAPLUS  

Abstract

Pentaphenylferrocenyl di-tert-butylphosphine I (R = R1 = Ph) was prepd.; the scope of various cross-coupling processes catalyzed by palladium complexes of I has been investigated.  I (R = R1 = Ph) was prepd. by lithiation of ferrocene followed by removal of solvent, addn. of a 5:1 pentane:THF mixt., and addn. of di(tert-butyl)chlorophosphine to give mono(di-tert-butylphosphino)ferrocene with high chemoselectivity; arylation of the ferrocenylphosphine with chlorobenzene as a solvent in the presence of palladium (II) acetate and sodium tert-butoxide yielded I in 40-65% yield overall.  I (R = R1 = Ph) acts as a highly effective ligand for palladium-catalyzed amination and for Suzuki coupling reactions with aryl- and alkylboronic acids.  Unactivated, electron-rich, and electron-poor aryl bromides and chlorides undergo coupling reactions in the presence of palladium complexes of I (R = R1 = Ph) with high turnover nos.  Aryl bromides were coupled to alcs. in the presence of I (R = R1 = Ph); silanols and electron-rich phenols were coupled to activated aryl halides in the presence of I (R = R1 = Ph).  Intramol. coupling reactions of alcs. and aryl bromides were successful, although substrates with hydrogens a to the alc. oxygen underwent some b-hydride elimination.  Acyclic and cyclic primary and secondary alkyl- and arylamines underwent coupling reactions with aryl bromides and chlorides in the presence of I (R = R1 = Ph).  Aryl- and primary alkylboronic acids underwent coupling reactions in the presence of I (R = R1 = Ph); coupling of alkylboronic acids with aryl halides was successful in the absence of toxic or expensive bases.  Other substituted ferrocenylphosphines I (R = R1 = 4-MeOC6H4, 4-F3CC6H4) were prepd. but palladium catalysts derived from the ligands showed little difference in catalytic activity when compared to palladium catalysts derived from I (R = R1 = Ph).  Palladium catalysts derived from I (R = R1 = 3,5-Me2C6H3) were active in coupling reactions with aryl halides and alcs.
but not in amination or Suzuki coupling reactions; I (R = Ph; R1 = H) acted as a catalyst for coupling reactions but gave significantly decreased yields due to decreased steric hindrance of the reaction center in the palladium complexes.  I (R = R1 = Ph) not only generates highly active palladium catalysts, but is also air stable both in soln. and in the solid state.  Palladium(0) complexes of I (R = R1 = Ph) are air stable solids and react only slowly with oxygen in soln.  The crystal structures of I(R = R1 = Ph; R = Ph, R1 = H) were detd. by x-ray crystallog.  
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16楼2007-06-21 00:08:38
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joli

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joli-beautiful
确定有这种物质？
两种物质的位阻效应这么大，有点玄
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2楼2007-06-20 19:41:10
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chengjiye1982

你确定是这种物质吗，刚才在化学品电子手册里找了一下，没有这种物质
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3楼2007-06-20 20:12:06
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xxxyyyqqq

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No reactions or compounds found
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4楼2007-06-20 22:39:50
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