Ein Kohlenwasserstoff-Gerüst mit zwölf identischen funktionellen Gruppen: Synthese einer Dodeca-Wirtverbindung

Acetylene-bridged P,C,P′-ligands and corresponding cyclopalladated compounds

“…3 Multidentate tetraphosphine ligand 7 was prepared in two different ways, as shown in Scheme 1. First, 3,5-bis(bromomethyl)iodobenzene 4 was converted into phosphine oxide 3 with ethyl diphenylphosphinite using Arbuzov reaction conditions. 5 When compound 3 was used in a cross-coupling reaction with acetylene gas using the Sonogashira reaction conditions, tetraphosphine oxide 4 was obtained in 92% yield (Method A, Scheme 1).…”

Towards the synthesis of insulated oligoynes: A ring-closing-metathesis approach to molecular encapsulation

“…Radical bromination of 3,5-dimethyl-iodobenzene 9 afforded bis-benzyl bromide 10 [11], which reacted with (allyl)MgBr to provide aryl iodide 11 containing the two meta-related butenyl side-chains [12]. Lithium-halogen exchange of iodide 11 with t BuLi, followed by trapping of the resulting aryl lithium intermediate with Et 2 Si-(NEt 2 )Cl [13], provided aminosilane 12, which was used directly in a silyletherification [14] with 5-hydroxy-1-trimethylsilyl-penta-1,3-diyne [8], to afford silyl ether 13 in excellent yield over the two steps.…”

“…The solution was stirred in the dark for 6 h and then filtered through a short plug of silica gel, eluting with hexane-Et 2 O (9:1; 3 · 10 mL). The combined filtrates were then concentrated under reduced pressure and the residue was purified by flash column chromatography on silica gel (hexane/toluene; 9:1) to afford macrocycle 19 as an orange, crystalline solid (62 mg, 81%): R f = 0.23 (hexane/ toluene; 9:1); k max (CH 2 Cl 2 )/nm 287sh (e/dm 3 mol À1 cm À1 , 2380), 305sh (10,100), 320 (12,730), 338 (12,710), 371 (11,930), 401 (12,020); m max (film)/cm À1 2957s, 2933s, 2876s, 2854s, 2114m (C"C), 1738w, 1593m, 1501m, 1455m, 1435m, 1412m, 1379w, 1354w, 1306w, 1249s, 1136s, 1088m, 1053m, 1008m, 969m, 844s, 760s, 709s, 666m, 630m; d H C 50 H 64 Cl 2 NaSi 4 requires (M + Na), 869.3360. The structure of 19 was confirmed by X-ray crystallography.…”

A MALDI‐TOF MS study of lanthanide(III)‐cored poly(phenylenevinylene) dendrimers

“…Diphosphonates 1 and 2 were obtained by Arbuzov reaction of methyl 3,5‐bis(bromomethyl)benzoate and 1,3‐bis(bromomethyl)‐5‐iodobenzene, respectively, with triethyl phosphite following a standard methodology 21–23…”