Propynylferrocene and (phenylethynyl)ferrocene

Abstract

The title compounds, propynylferrocene, [Fe(C5H5)(C8H7)], (I), and (phenyl­ethyn­yl)ferrocene, [Fe(C5H5)(C13H9)], (II), are stabilized by weak C—H⋯π inter­actions. The C[triple‐bond]C bond distances in these mol­ecules are in the range 1.182 (3)–1.192 (3) Å. In (II), the ferrocenyl and phenyl groups are perpendicular, making an angle of 89.06 (13)°, which is a rare occurrence.

The preparation, spectroscopy, structure and electrochemistry of some [Co(η4-C4Ph4)(η5-C5H4CC–CHY)], [Fe(η5-C5H5)(η5-C5H4CC–CHY)], and related complexes

“…in the alkynyl aldehydes 4a and 4b (Y]O) the angles between the C 5 H 4 and C b CHO planes are 12.6 and 4.2/16.8 respectively, and in 5b that with C b CH]C(CN) 2 is 4.5 . This contrasts with the situation in [FceC^Cearyl] complexes [9,53] where the C 5 H 4 and aryl planes of the (h 5 -C 5 H 4 eC^Cearyl) ligand are orthogonal or close to it, and in [Cb 4 eC^CeC 6 H 5 ] where the corresponding angle is 34.92(18) [19].…”

Crystal structure of 1-ferrocenyl-2-(4-nitrophenyl)ethyne

“…The substituted ferrocene (Fc) system is linked to a p-nitrobenzene moiety by an acetylenic bridge between C11 and C12 with a bond distance of 1.202 (2) Å , which is comparable to those in similar complexes, e.g. 1.202 (2) Å (Misra et al 2014), 1.197 (3) Å (Fu et al, 2008), and 1.193 (2) Å (Zora et al 2006). The unit cell is comprised of four molecules with one molecule present per asymmetric unit.…”

“…The unit cell is comprised of four molecules with one molecule present per asymmetric unit. The substituted Cp and phenyl rings are almost parallel to each other, subtending a dihedral angle of 6.19 (10) , in contrast to (phenyl-ethynyl)ferrocene (Zora et al, 2006), which has no substituent in the para position and exhibits a nearly perpendicular dihedral angle of 89.06 (3) . The distances of the Fe1 atom from the centroids of the substituted and unsubstituted Cp rings are 1.6461 (8) and 1.6584 (8) Å , respectively.…”

Physical and crystallographic characterisation of the mGlu5 antagonist MTEP and its monohydrochloride

“…A search of the Cambridge Crystallographic Database revealed no examples of a simple internal alkyne with five‐ and six‐membered ring substituents. A pertinent example to both MTEP and MTEP.HCl is the structure of (phenylethynyl)ferrocene,42 although the five and six‐membered rings are not heterocyclic in this case. In this molecule the CC bond length (1.192(3) Å) is comparable to the analogous distances in both MTEP and MTEP.HCl, as are the CCC angles (178.5(3) and 179.0(2)°).…”