Reactions of allylzinc bromide with ETHYNYLFERROCENE (cas 1271-47-2) derived fluorinated cyclophosphazenes

Add time:08/09/2019    Source:sciencedirect.com

The use of organozinc reagents in the synthesis of terminal alkene derived cyclic halogenated phosphazenes has been explored by the reactions of allylzinc bromide and ETHYNYLFERROCENE (cas 1271-47-2) derived fluorophosphazenes. The reaction of monoethynylferrocene derived fluorophosphazene, [(FcCC)(F)PN](PNF2)2 (Fc = ferrocenyl) with allylzinc bromide in 1:6 M ratio resulted in the formation of [FcC(CH2CHCH2)CH(F)PN](PNF2)2 (1) and [FcC(CH2CHCH2)C (CH2CHCH2) (F)PN](PNF2)2 (2) having allyl groups attached to the alkenyl carbon close to the ferrocene moiety. A similar reaction of geminal bisethynylferrocene derived fluorophosphazene, [(FcCC)2PN](PNF2)2 with allylzinc bromide in 1:4 M ratio resulted in the formation of [{FcC(CH2CHCH2)CH}2PN](PNF2)2 (3) while a reaction in 1:14 M ratio resulted in the formation of compound 3 along with the unsymmetrically substituted triallyl derivative, [{FcC(CH2CHCH2)C(CH2CHCH2)} {FcC(CH2CHCH2)CH}PN] (PNF2)2 (4). The new compounds 1–4 were characterized by 1H, 13C{1H}, 31P{1H}, 19F{1H}, IR and HRMS studies. Compounds 1 and 3 have also been structurally characterized by single-crystal X-ray diffraction studies.

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