Functionalization of Sn/S Clusters with Hetero- and Polyaromatics

Abstract

We report a mild and all-purpose method to synthesize several hydrazone-functionalized homo-and heteroaromatic molecules, as well as the attachment of the latter to organic functionalized Sn/S clusters. It turned out that the size of the aromatic system has a great influence on the crystallization tendency of the products, which were characterized by NMR spectroscopy, mass spectrometry, and/or single-crystal X-ray diffraction. The last technique indicates the presence of intramolecular or intermolecular π stacking of the aromatic rings.

Large-bite diboranes for the μ(1,2) complexation of hydrazine and cyanide

“…For example, 1 -μ 2 -N 2 H 4 failed to react with benzaldehyde in CDCl 3 at room temperature over the course of 20 h. However, upon heating to 60 °C, a clean, yet slow reaction is observed leading to the quantitative formation of the free diborane 1 and benzaldehyde hydrazone after 20 h as confirmed by 1 H NMR spectroscopy ( Scheme 2 ). 25 …”

Controlling the White‐Light Generation of [(RSn)4E6]: Effects of Substituent and Chalcogenide Variation

“…In the context of our investigation of functionalized organo Group 14 chalcogenide clusters, we have recently found an unprecedented, extreme non‐linear optical behavior of the styryl‐decorated cluster [(StySn) 4 S 6 ] (Sty=4‐vinylphenyl), which belongs to the family of organo Group 14 sesquichalcogenide clusters of the general formula [(RT) 4 E 6 ] (R=organic substituent; T=Si, Ge, Sn; E=O, S, Se, Te) . [(StySn) 4 S 6 ] has been obtained as an amorphous powder, but DFT calculations reveal that the adamantane‐type structure are favored over the double‐decker‐type isomer by ca.…”

“…[3][4][5][6] Thed ecoration of such cluster anions with organic substituents not only allows the isolation of compounds with discrete,n eutral cluster molecules,italso enables further tailoring of material proper-ties such as solubility in organic solvents or reactivity towards organic molecules,metal salts,ors urfaces. [7] In the context of our investigation of functionalized organo Group 14 chalcogenide clusters, [8][9][10][11][12] we have recently found an unprecedented, extreme non-linear optical behavior of the styryl-decorated cluster [(StySn) 4 S 6 ]( Sty = 4-vinylphenyl), [13] which belongs to the family of organo Group 14 sesquichalcogenide clusters of the general formula [(RT) 4 E 6 ] (R = organic substituent;T = Si, Ge,S n; E= O, S, Se, Te ). [14][15][16][17][18] [(StySn) 4 S 6 ]h as been obtained as an amorphous powder,b ut DFT calculations reveal that the adamantanetype structure are favored over the double-decker-type isomer by ca.…”

Controlling the White‐Light Generation of [(RSn)4E6]: Effects of Substituent and Chalcogenide Variation

“…In the context of our investigation of functionalized organo Group 14 chalcogenide clusters, we have recently found an unprecedented, extreme non‐linear optical behavior of the styryl‐decorated cluster [(StySn) 4 S 6 ] (Sty=4‐vinylphenyl), which belongs to the family of organo Group 14 sesquichalcogenide clusters of the general formula [(RT) 4 E 6 ] (R=organic substituent; T=Si, Ge, Sn; E=O, S, Se, Te) . [(StySn) 4 S 6 ] has been obtained as an amorphous powder, but DFT calculations reveal that the adamantane‐type structure are favored over the double‐decker‐type isomer by ca.…”