Metallkomplexe eines Methoxyalkyl-funktionalisierten 2,3-Dihydroimidazol-2-ylidens/ Metal Complexes of a Methoxyalkyl Functionalized 2,3-Dihydroimidazol-2-ylidene

Abstract

2,3-Dihydro-1,3-di-3'-methoxypropyl-4,5-dimethylimidazol-2-ylidene (2, Carb) reacts with Pd(MeCO2)2 or Me2SnCl2 to give the complexes (Carb)2Pd(MeCO2)2 (5) and (Carb)SnMe2Cl2 (6), respectively. The X-ray structure analysis of 5 clearly demonstrates the η1-coordination of the carbene ligand in the solid state while NMR data imply a weak Pd-O interaction in solution. In 6, the X-ray structure analysis reveals Sn-O distances close to the sum of the van der Waals-radii.

N‐Heterocyclic Carbene and Cyclic (Alkyl)(amino)carbene Adducts of Germanium(IV) and Tin(IV) Chlorides and Organyl Chlorides

“…[17,18] The NHC σ-orbital (occupied sp 2 -hybrid orbital) is donating into the vacant stannylene p-orbital and thus stabilizes the stannylene. The SnÀ C1 distance 2.316(4) Å lies in the upper (11) and cAAC Me • SnCl 4 (12) in the solid-state. Hydrogen atoms are omitted for clarity.…”

“…[7a] In addition, an adduct of SnCl 2 Me 2 was realized by coordination of the NHC DMP 2 Im Me (DMP = 2,3-dihydro-1,3-di-3'methoxypropyl) to give the adduct DMP 2 Im Me • SnCl 2 Me 2 (Figure 1, K). [12] In the course of our work on the reactivity of NHCs with SiCl 2 Ph 2 to yield iPr 2 Im • SiCl 2 Ph 2 and the rearrangement of this adduct into a backbone coordinated ("abnormal" coordination) adduct [( a iPr 2 ImH) 2 SiPh 2 ] 2 + 2[Cl] À (" a " denotes "abnormal" coordination mode of the NHC) [4c] we synthesized the NHC adducts iPr 2 Im • SnCl 2 R 2 (R=Me, Ph; Figure 1, L) starting from iPr 2 Im and SnCl 2 R 2 . However, the corresponding rearrangement was not observed, most probably due to the larger Lewis-acidity of the tin compounds.…”

“…Atomic displacement ellipsoids are set at 50 % probability and Dipp groups are shown as wire-and-stickmodel. Selected bond lengths [Å] and angles [°]: 5: GeÀ C1, 1.944(2); GeÀ Cl1, 2.2325(8); GeÀ C2, 1.938(3); GeÀ C3, 1.922(3); C1À GeÀ Cl1, 99.99(8); C1À GeÀ C2,108.48(11); C1À GeÀ C3, 120.20(11); Cl1À GeÀ C2, 101.67(8); Cl1À GeÀ C3, 101.43(9); C2À GeÀ C3, 120.48(12)…”

“…Figure 6. Molecular structures of [cAAC Me Cl][GeCl 3 ] (10), [cAAC Me Cl][SnCl 3(11) and cAAC Me • SnCl 4(12) in the solid-state. Hydrogen atoms are omitted for clarity.…”

“…Atomic displacement ellipsoids are set at 50 % probability and Dipp groups are shown as wire-and-stick model. Selected bond lengths [Å] and angles [°]: 14: Sn1À C1, 2.243(3); Sn1À C2, 2.148(3); Sn1À C3, 2.147(3); Sn1À Sn2, 2.7667(3); Sn2À Cl1, 2.5714(7); Sn1À Cl2, 2.6684(8); Sn1À C4, 2.133(3); Sn1À C5, 2.136(3); C1À Sn1À C2, 111.01(12); C2À Sn1À C3, 107.30(13); C1À Sn1À C3, 106.02(7); Cl1À Sn2À Cl2, 173.08(3); C4À Sn2À C5, 114.99(14).…”