Wydział Chemii

Bartłomiej Pigulski

Nurbey Gulia

Sławomir Szafert

2015

Chemistry-A European Journal

21

17769-17778

10.1002/chem.201502737

Naukowa

Angielski

Artykuł

The synthesis of a unique series of long, asymmetric 1‐iodopolyynes (1‐C_nI and 2‐C_nI) with the sp‐hybridized carbon chain up to a decapentayne is reported. These compounds were then used as substrates in reactions with Pd(PPh₃)₄ leading to another series of palladium end‐capped polyynes, which were unstable in solution. Organometallic octatetraynes 1‐C₈[Pd]I, 2‐C₈[Pd]I, and decapentayne 1‐C₁₀[Pd]I are palladium end‐capped polyyne compounds with the longest carbon chains reported so far. All the complexes as well as their organic precursors were fully characterized by NMR, HRMS(ESI), IR, TGA‐DTA, and UV/Vis techniques, and the X‐ray crystal structures of two silyl‐protected precursors and one palladium complex are presented. The synthetic approach for palladium species is envisioned as a general route for the synthesis of labile organometallic polyynes.

Alkynes, Cross-coupling, hyperconjugation, iodine, palladium

http://dx.doi.org/10.1002/chem.201502737

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