naphthalen-2-ylbis(trifluoromethyl)phosphine | 1220632-44-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthalen-2-ylbis(trifluoromethyl)phosphine
• CAS: 1220632-44-9
• 化学式: C₁₂H₇F₆P
• 分子量: 296.152
• InChiKey: YPRWVMQHZVLEHM-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  2-naphthylphosphane 、 1-(三氟甲基)-1,2-苯碘酰-3(1H)-酮 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 以74%的产率得到naphthalen-2-ylbis(trifluoromethyl)phosphine
  参考文献：
  名称：

  Electrophilic Trifluoromethylation of Primary Phosphines: Synthesis of a P-Bis(trifluoromethyl) Derivative of BINAP

  摘要：

  The new chiral diphosphine ligand (R)-(2'-(bis(trifluoromethypphosphino)-1,1'-binaphthy-1-2yl)diphenylphosphine (2), which contains a bis(trilluoromethyl)phosphine group, was prepared in five steps from (R)-BINOL (5). As a key transformation, the unprecedented electrophilic double trifluoromethylation of the primary phosphine 8 was achieved using the hypervalent iodine trifluoromethylation reagent 1-trifluoromethyl-1,2-benziodoxo1-3-(1H)-one (1), derived from o-iodobenzoic acid. The palladium dichloride complex of this ligand (10) shows the P(CF(3))(2) group with a high degree of pyramidalization at the P atom and a relatively short Pd-P bond (2.2230(4) angstrom), both features being indicative of the strong s-character of the phosphorus lone pair.

  DOI：

  10.1021/om100015s