Takahagi, Hiroki; Fujibe, Satoshi; Iwasawa, Nobuharu published the artcile< Guest-Induced Dynamic Self-Assembly of Two Diastereomeric Cage-Like Boronic Esters>, Product Details of C19H34O2, the main research area is boronic ester cage guest induced diastereoselective self assembly; crystal structure benzenetriboronate ester cage diastereomer preparation; mol structure benzenetriboronate ester cage diastereomer.
Reaction of racemic tetrol (I) with 1,3,5-benzenetriboronic acid (II) in MeOH gave 90% yield of a solid consisting of a single, highly sym. 3:2 complex of tetrol I and triboronic acid II (homo-[3+2]) which contained no MeOH. Crystals of homo-[3+2]·PhMe grown in PhMe-pentane were analyzed by x-ray crystallog. The complex had the expected cage-like structure with 1 mol. of PhMe in the internal space, suggesting π-π interactions with the Ph rings of the triboronic acid groups. The 3 tetrol units in homo-[3+2] were derived from the same enantiomer of tetrol I, indicating that diastereoselective self-assembly occurred during formation of this structure. Several guest mols. (C6H6, PhMe, cumene, o-, m-, and p-xylene) were examined as templates for cyclic boronic esters; C6H6, PhMe and p-xylene gave only (homo-[3+2]), whereas cumene afforded complex mixtures When 13 equiv o- or m-xylene were used as guest mols., a diastereomeric isomer (hetero-[3+2]) was formed containing 1 mol. of xylene guest compound that could be displaced by CHCl3. The structure of (hetero-[3+2])·CHCl3 was determined by x-ray crystallog. A similar diastereoselectivity was observed by using dicyanobenzenes as guests. E.g., only 0.33 equiv o-C6H4(CN)2 induced the selective formation of hetero-[3+2]. Thus, 2 diastereomeric host mols. were constructed by guest-induced self-assembly with recognition of the substitution pattern of disubstituted benzenes. When I and II were mixed in presence of 2 xylenes in MeOH, completely selective inclusion of o- or m-xylene over p-xylene was achieved during the precipitation process, and o-xylene was included preferentially over m-xylene.
Chemistry – A European Journal published new progress about Cage compounds Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Product Details of C19H34O2.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics