REAGENT FOR ORGANIC SYNTHESIS REACTION CONTAINING ORGANIC TRIOL BORATE SALT
申请人:Miyaura Norio
公开号:US20100087646A1
公开(公告)日:2010-04-08
[Problem] To provide an organoboron compound-containing reagent for organic synthesis reactions which undergoes no trimerization with dehydration, does not necessitate activation with a base, and is stable and highly active.
[Means for Solving Problems] The reagent for organic synthesis reactions contains an organic triol borate salt represented by any of the general formulae (I) to (III) and general formula (XVI): (wherein R
1
represents alkyl, alkenyl, etc.; R
2
represents optionally substituted alkyl, alkenyl, alkynyl, etc. or represents hydrogen; m
+
represents an alkaline metal ion, phosphonium ion, or given ammonium ion; M
2+
represents an alkaline earth metal; X represents halogen or alkoxide; Y represents an alkali metal ion, etc.; A represents optionally substituted methylene; and n represents an integer).
The family of dyes of the invention are fluoresceins and rhodols that are directly substituted on one or more aromatic carbons by fluorine. These fluorine-substituted fluorescent dyes possess greater photostability and have lower sensitivity to pH changes in the physiological range of 6-8 than do non-fluorinated dyes, exhibit less quenching when conjugated to a substance, and possess additional advantages. The dyes of the invention are useful as detectable tracers and for preparing conjugates of organic and inorganic substances.
The preparation of the air-stable compounds, tetrakis(pentafluorophenyl)lead, trimethyl-pentafluorophenyllead and triphenylpentafluorophenyllead is described. All three compounds are stable in vacuum at 100°; their reactions with water and hydrogen chloride are discussed.
The action of pentafluorophenylmagnesium bromide on tin(IV) chloride yields tetrakispentafluorophenyltin and pentafluorophenyltin chlorides, whose hydrolysis products are described.