Bis(2,4,6-triisopropylphenyl)tin(IV) compounds: Synthesis, single-crystal X-ray characterization and reactivity toward ionizing species and polar monomers

The synthesis of new organotin compounds of general formula Tip2SnRR′ (Tip = 2,4,6-triisopropylbenzene; R = R′ = CH3 (1); R = R′ = CHCH2 (2); R = CH2Ph, R′ = Br (3); R = R′ = CH2CHCH2 (4)) is described herein. The compounds have been characterized by 1H, 13C, 119Sn NMR, mass spectroscopy and elemental analysis. Characterization by single-crystal X-ray diffraction analysis has been obtained for compounds 2, 3 and 4. The reactivity with ionizing agents has been studied by NMR spectroscopy. Compounds 2 and 4 underwent alkyl abstraction by [(CH3CH2)3Si]+[B(C6F5)4]− affording stable cationic species (2a, 4a). For the cationic specie 4a a π-interaction of the benzyl group to the metal centre was recognized by solution NMR studies. A cationic species (3a) was generated from compound 3 using AgSbF6 as ionizing agent. The cationic species (2a, 3a) exhibited moderate activity as initiator in the cationic polymerization of 1,4-butadiene and good activity in the ring opening polymerization (ROP) of propylene oxide and ε-caprolactone.

New organotin compounds of formula Tip2SnR′R″ have been synthesized and characterized both in solid state and in solution. Their reactivity with ionizing agents was studied by NMR spectroscopy. The derivative cationic species exhibited activity in the polymerization of 1,4-butadiene, propylene oxide and ε-caprolactone.Figure optionsDownload as PowerPoint slide