%0 Generic %A Fecker, Ann Christin %A Crăciun, Bogdan-Florin %A Freytag, Matthias %A Jones, Peter G. %A Walter, Marc D. %D 2015 %T Synthesis and Coordination Chemistry of Pentadienyl Ligands Derived from (1R)‑(−)-Myrtenal %U https://acs.figshare.com/articles/dataset/Synthesis_and_Coordination_Chemistry_of_Pentadienyl_Ligands_Derived_from_1_i_R_i__Myrtenal/2036988 %R 10.1021/om500513m.s005 %2 https://acs.figshare.com/ndownloader/files/3608295 %K Density %K computation %K Pentadienyl Ligands Derived %K chiral pentadienes %K methylnopadiene %K Synthesi %K tBuNC adducts %K Schlosser base %K coordination chemistry %K PMe 3 %K series %K metal coordinates %K trozircene %K Deprotonation %K pentadienide %K metal coordination %K conformation %K Pdl %K methylphenylnopadiene %K pentadienyl systems %K Wittig reactions %K Coordination Chemistry %K sterically %K DFT %K potassium %K face selectivity %K dimethylnopadiene %K 7H %K complex %K NMR spectroscopy %K material %K diffraction %X With the natural product (1R)-(−)-myrtenal as the starting material, a series of chiral pentadienes (Pdl*) such as dimethylnopadiene (2a), methylphenylnopadiene (2b), and methylnopadiene (2c) have been prepared by Wittig reactions. Deprotonation with the Schlosser base gives the corresponding potassium pentadienides 3a-K3c-K, whose structures were investigated by NMR spectroscopy and X-ray diffraction studies. In all cases a “U” conformation was observed. Furthermore, the coordination chemistry and electronic properties of these new pentadienyl systems were explored in several half-open trozircene complexes [(η7-C7H7)­Zr­(η5-Pdl*)] and their PMe3 and tBuNC adducts. Density functional theory (DFT) computations are consistent with the experimentally observed face selectivity upon metal coordination: namely, that the metal coordinates exclusively from the sterically less encumbered side. %I ACS Publications