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4,5-双二苯基膦-9,9-二甲基氧杂蒽.
4,5-双二苯基膦-9,9-二甲基氧杂蒽
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IUPAC名 4,5-双二苯基膦-9,9-二甲基氧杂蒽
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别名
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Xantphos
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识别
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CAS号
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161265-03-8 N
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PubChem
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636044
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ChemSpider
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551930
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SMILES
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- O6c1c(cccc1P(c2ccccc2)c3ccccc3)C(c7cccc(P(c4ccccc4)c5ccccc5)c67)(C)C
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InChI
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- 1/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3
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InChIKey
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CXNIUSPIQKWYAI-UHFFFAOYAQ
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性质
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化学式
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C39H32OP2
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摩尔质量
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578.62 g·mol⁻¹
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外观
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白色固体
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密度
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1.34 g/mL
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熔点
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224-228 °C
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溶解性(水)
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有机溶剂
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危险性
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主要危害
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可燃
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若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。
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4,5-双二苯基膦-9,9-二甲基氧杂蒽(Xantphos)是一种由氧杂蒽杂环衍生出的有机膦化合物。4,5-双二苯基膦-9,9-二甲基氧杂蒽为常用的双齿配体,值得注意的是该膦配体具有特别宽的二面角。这种配体常用于烯烃的氢甲酰化反应。[1]
4,5-双二苯基膦-9,9-二甲基氧杂蒽与氯化钯既可形成顺式配合物也可生成反式配合物,由此可证明其具有比较宽的二面角。相比具有更大二面角的另一个相关双齿配体为SPANphos。
4,5-双二苯基膦-9,9-二甲基氧杂蒽配体可通过如下方法制备:9,9-二甲基氧杂蒽先进行双重直接锂化,而后和氯代二苯基膦反应制得。[2]
- ^ Piet W. N. M. van Leeuwen, Paul C. J. Kamer, Joost N. H. Reek, and Peter Dierkes. Ligand Bite Angle Effects in Metal-catalyzed C-C Bond Formation. Chemical Reviews. 2000, 100: 2741–2769. PMID 11749304. doi:10.1021/cr9902704.
- ^ Mirko Kranenburg, Yuri E. M. van der Burgt, Paul C. J. Kamer, Piet W. N. M. van Leeuwen, Kees Goubitz, and Jan Fraanje. New Diphosphine Ligands Based on Heterocyclic Aromatics Inducing Very High Regioselectivity in Rhodium-Catalyzed Hydroformylation: Effect of the Bite Angle. Organometallics. 1995, 14: 3081–3089. doi:10.1021/om00006a057.
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