Regio‐ and stereo‐selectivity in the silylation of 2,6‐diethyl‐3,4,7,8‐tetramethyl‐1,5‐dihydro‐s‐indacene

Abstract

Disilylation of 2,6-diethyl-3,4,7,8-tetramethyl-1,5-dihydro-s-indacene is regioselective and stereoselective. The stereoselectivity was modified by changing the experimental conditions, allowing an understanding of the reaction mechanism. The structure of the 'meso' diastereoisomer was established by X-ray diffraction.

Organogermanium polymers prepared from s‐indacene and carbodiimide compounds

“…As observed for 2a and 2b , the 1 H NMR and 13 C NMR spectra showed only one series of C 1 ‐H/C 5 ‐H signals, leading to the conclusion that each reaction gave only one isomer. As previously discussed in the silicon series, this was probably due to both experimental conditions and steric hindrance factors, leading to the unique formation of the trans isomer. Mass spectrometry (DCI/CH 4 ) revealed the presence of molecular ions at 568 for 3a and at 596 for 3b .…”

“…For both products 2a and 2b , the NMR spectra showed the formation of only one product, although several isomers could be expected, as observed within the silicon series . However, besides the experimental conditions (temperature, solvent, order of addition of the reagents), the steric hindrance of Et 3 Ge substituents bulkier than Me 3 Si groups can explain the only formation of the trans isomers.…”

“…The disilylation of tetraalkyl‐ and hexaalkyl‐1,5‐dihydro‐ s ‐indacenes 1a / 1b with trimethylchlorosilane always gives cis and trans isomers and the major compound formed is always the trans isomer . However, depending on experimental conditions, the quantity of trans isomer can be significantly increased, which is important for the preparation of polymers where the metal centers must be placed in trans positions to obtain materials with a certain thermodynamic stability.…”

Design, synthesis, structure elucidation, antimicrobial, molecular docking, and SAR studies of novel urea derivatives bearing tricyclic aromatic hydrocarbon rings

“…The tricyclic systems are of great attention in numerous fields of organic chemistry, material science complexes, coordination chemistry, and medicinal and pharmaceutical chemistry. [1][2][3][4][5][6] Despite their interesting activities displayed in material science and biological areas, they are limited in synthetic organic chemistry, [4,[6][7][8] interesting materials, [9,10] ligands, [11][12][13] and some natural products. [14] As one of the most promising tricyclic aromatic hydrocarbons (TAH), 9H-fluorene, was reported as a very useful scaffold for organic and inorganic materials' preparation.…”

Theoretical study of aromatic-antiaromatic pairs as material in organic solar cells of double light harvesting

“…Research on the synthesis and characterization of new fused rings systems for OSCs have been reported [13] as well as the role of fused ring molecules (aromatic and antiaromatic) in catalysis and in biology is well described in literature [14][15][16][17][18][19]. In this context, it is worthy to mention that molecules with indacene core present several studies concerning electronic interaction between two metals centers, as it is possible to obtain two equivalent active sites in this type of molecule [17][18][19]. However, to the extent of our knowledge, there is little information on the elucidation of the role of this type of derivatives in photovoltaic devices and their cooperative effects being part of the donor/acceptor pair in OSCs.…”