Fluorous nucleophilic substitution of alcohols and reagents for use therein

A compound having the formula

• Z1O2C—N═N—CO2Z2
• wherein Z1 is
• wherein n1, n2, n3, n4, n5, n6, n7, n8, n9 and n10 are independently 1 or 0, wherein X1, X2, X3, X4, X5, X6, X7, X8, X9, X10, X11, X12, X13, X14, X15, X16, X17, X18, X19 and X20 are independently H, F, Cl, an alkyl group, an aryl group or an alkoxy group, and wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15 and R16 are independently H, F, Cl, an alkyl group, an alkoxy group, a thioalkyl group, a dialkylamino group, a nitro group, a cyano group, a perfluoroalkyl group, a hydrofluoroalkyl group, a fluorinated either group, a fluorinated amine group, O—Rf1, S—Rf2, —N(Rf3)(R22), wherein R22 is an alkyl group or Rf4 wherein Rf1, Rf2, Rf3 and Rf4 are independently a fluorous group selected from the group of a perfluoroalkyl group, a hydrofluoroalkyl group, a fluorinated ether group or a fluorinated amine group, at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15 or R16 being O—Rf1, S—Rf2, —N(Rf3)(R22), a perfluoralkyl group, a hydrofluoroalkyl group, a fluorinated ether group or a fluorinated amine group.

A compound having the formula

• wherein Z1 is
• wherein n1, n2, n3, n4, n5, n6, n7, n8, n9 and n10 are independently 1 or 0, wherein X1, X2, X3, X4, X5, X6, X7, X8, X9, X10, X11, X12, X13, X14, X15, X16, X17, X18, X19 and X20 are independently H, F, Cl, an alkyl group, an aryl group or an alkoxy group, and wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15 and R16 are independently H, F, Cl, an alkyl group, an alkoxy group, a thioalkyl group, a dialkylamino group, a nitro group, a cyano group, a perfluoroalkyl group, a hydrofluoroalkyl group, a fluorinated ether group, a fluorinated amine group, O—Rf1, S—Rf2, —N(Rf3)(R22), wherein R22 is an alklyl group or Rf4 wherein Rf1, Rf2, Rf3 and Rf4 are independently a fluorous group selected from the group of a perfluoroalkyl group, a hydrofluoroalkyl group, a fluorinated ether group or a fluorinated amine group, at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15 or R16 being O—Rf1, S—Rf2, —N(Rf3)(R22), a perfluoroalkyl group, a hydrofluoroalkyl group, a fluorinated ether group or a fluorinated amine group.