10.1021/om500513m.s002
Ann Christin Fecker
Ann Christin
Fecker
Bogdan-Florin Crăciun
Bogdan-Florin
Crăciun
Matthias Freytag
Matthias
Freytag
Peter
G. Jones
Peter
G.
Jones
Marc D. Walter
Marc D.
Walter
Synthesis and Coordination Chemistry of Pentadienyl
Ligands Derived from (1<i>R</i>)‑(−)-Myrtenal
American Chemical Society
2015
Density
computation
Pentadienyl Ligands Derived
chiral pentadienes
methylnopadiene
Synthesi
tBuNC adducts
Schlosser base
coordination chemistry
PMe 3
series
metal coordinates
trozircene
Deprotonation
pentadienide
metal coordination
conformation
Pdl
methylphenylnopadiene
pentadienyl systems
Wittig reactions
Coordination Chemistry
sterically
DFT
potassium
face selectivity
dimethylnopadiene
7H
complex
NMR spectroscopy
material
diffraction
2015-12-17 03:27:33
Dataset
https://acs.figshare.com/articles/dataset/Synthesis_and_Coordination_Chemistry_of_Pentadienyl_Ligands_Derived_from_1_i_R_i__Myrtenal/2036982
With the natural product (1<i>R</i>)-(−)-myrtenal
as the starting material, a series of chiral pentadienes (Pdl*) such
as dimethylnopadiene (<b>2a</b>), methylphenylnopadiene (<b>2b</b>), and methylnopadiene (<b>2c</b>) have been prepared
by Wittig reactions. Deprotonation with the Schlosser base gives the
corresponding potassium pentadienides <b>3a-K</b>–<b>3c-K</b>, 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 [(η<sup>7</sup>-C<sub>7</sub>H<sub>7</sub>)Zr(η<sup>5</sup>-Pdl*)] and their PMe<sub>3</sub> and <i>t</i>BuNC 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.