Adipoyl dichloride

Shimada and coworkers recently reported the synthesis of the poly[2]catenand 56, which is structurally related to the poly[2]catenand 51b (Scheme 20) [60]. Similarly to what has been observed for the co-polycondensation of the dihy-droxy[2]catenand 50b with the terephthalic acid derivative 47, the reaction of the diamino[2]catenand 53 with adipoyl dichloride affords mainly the Pretzel -shaped compound 54 [3, 41, 60]. The poly[2]catenand 56 has been obtained via the polycondensation of the diamino[2]catenate 54 with adipoyl dichloride, yielding the poly[2]catenate 55. Subsequently, the demetalation of the latter affords the linear poly[2]catenand 56 with M = 8.1xl05, using polystyrene standards, which corre-... 

Dichloroadipic acid 569 If chlorine is passed at 80°, with exclusion of light, into adipoyl dichloride containing FeCl3 (5 g per mole of dichloride) or I2 (2 g per mole of dichloride) until absorption reaches 2 atoms of Cl per mole of dichloride, subsequent esterification of... 

Diketones can be obtained by use of dicarbonyl dichlorides, e.g., 1,6-di-phenyl- 1,6-hexanedione in 81% yield from adipoyl dichloride.549 For the use of oxalyl bromide see page 980. 

Other high-molecular-wei t phenanthroline-type poly[2]catenanes 26a,b were successfully prepared by Shimada and coworkers (Scheme 17.10) [87]. A similar strategy was also used to create [2]catenanes 25a,b. Polymerization of 25a with adipoyl dichloride afforded poly[2]catenane 26a, and the subsequent demetallation afforded 26b. Analysis with GPC using PSt standards showed the of 26b to be as high as 810 kDa, corresponding to a DP of 609 and suggesting extensive aggregation. Similar to the polymerization of 23b and diacid, the direct polymerization of... 

Using your roadmaps as a guide, show how to convert cyclohexane into adipoyl dichloride. Show all reagents and all molecules s)mthesized along the way. 

An acyl group Ethanoyl chloride (Acetyl chloride) Benzoyl chloride Hexanedioyl chloride (Adipoyl dichloride)... 

All ligands were synthesized fi-om the appropriate hydrazide and either the appropriate diacid chloride, dihydrazide or diisocyanate. Reagents include phthalo i dichloride, hydrazine hydrate, adipic dihydrazide, adipoyl chloride, 1,6-diisocyanohexane, A/-methylpyrrolidone (NMP), and N,N-dimethylformamide (DMF) and all were obtained from Sigma-Aldrich Co. 

Treatment of tetraalcohol 25b with glutaroyl, adipoyl and pimeloyl dichlorides in the presence of Et3N gave the corresponding double-spanned resorcarenes 26 (n=l), 27 (n = 2), and 28 ( = 3) [15], in which the insertion of the methylene bridges led to the formation of a cavity shaped architecture resembling a basket (Scheme 8.8) H- and C-NMR spectra. X-ray analysis, as well as molecular dynamic studies agreed that the basket derivative had a frozen flattened-cone conformation. 

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