CONVERSION OF ARYLBORONIC ACIDS INTO POTASSIUM ARYLTRIFLUOROBORATES - CONVENIENT PRECURSORS OF ARYLBORON DIFLUORIDE LEWIS-ACIDS
CONVERSION OF ARYLBORONIC ACIDS INTO POTASSIUM ARYLTRIFLUOROBORATES - CONVENIENT PRECURSORS OF ARYLBORON DIFLUORIDE LEWIS-ACIDS
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DOI：
10.1021/jo00115a016
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发表时间：
1995-05-19
影响因子：
3.6
通讯作者：
SCHRIMPF, MR
中科院分区：
文献类型：
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作者：
VEDEJS, E;CHAPMAN, RW;SCHRIMPF, MR
ArB（OH）（2）（3）与KHF 2反应得到晶体盐KArBF 3（2）。在TMSCl的乙腈溶液中，2a反应，得到PhBF（2）在乙腈溶液中的典型NMR信号。当2 + TMSCl的反应在潜在的刘易斯碱存在下进行时，三价硼烷1被拦截，产生有机硼络合物。因此，从氨基酸衍生的脒羧酸盐NaO 2 CCH（R）N = CHNMe（2）（R = H或苯基）制备了恶唑硼烷酮7-10。衍生自1，3-二酮的配合物11和12也容易制备。KHF 2氟化物交换与TMSCl活化方法结合允许原位产生ArBF 2，而不必处理腐蚀性三价卤化硼。
Reaction of ArB(OH)(2) (3) with KHF2 affords crystalline salts KArBF3 (2). In the presence of TMSCl in acetonitrile, 2a reacts to give NMR signals typical of PhBF(2) in acetonitrile solution. When the reaction of 2 + TMSCl is performed in the presence of potential Lewis bases, the trivalent borane 1 is intercepted, resulting in organoboron complexes. Thus, the oxazaborolidinones 7-10 have been prepared from amino acid-derived amidine carboxylates NaO2CCH(R)N = CHNMe(2) (R = H or phenyl). Complexes 11 and 12 derived from 1,3-diketones are also easily prepared. The KHF2 fluoride exchange coupled with the TMSCl activation method allows in situ generation of ArBF2 without having to handle corrosive trivalent boron halides.