114302-97-5Relevant articles and documents
Host-guest complexes and pseudorotaxanes of cucurbit[7]uril with acetylcholinesterase inhibitors
Wyman, Ian W.,Macartney, Donal H.
, p. 8031 - 8038 (2009)
(Chemical Equation Presented) Pseudorotaxanes may be assembled in aqueous solution using dicationic acetylcholinesterase inhibitors, such as succinylcholine, BW284c51, and α,ω-bis(trialkylammonium)alkane dications (or their phosphonium analogues), as bolaform axles and cucurbit[7]uril (CB[7]) as the wheel. With the exceptions of the shorter [(CH3)3N(CH2)nN(CH3) 3]2+ (n=6, 8) dications, the addition of a second CB[7] results in the translocation of the first CB[7], such that the hydrophobic -NR3+ and -PR3+ end groups (R = Me or Et) are located in the cavities of the wheels, while the central portion of the axles extend through the CB[7] portals into the bulk solvent. In the case of the [Quin(CH2)10Quin]2+ (Quin = quinuclidinium) dication, the CB[7] host(s) resides only on the quinuclidinium end group(s). The 1:1 host-guest stability constants range from 8×10 6 to 3×1010M-1 and are dependent on both the nature of the end group as well as the length and hydrophobicity of the central linker. The magnitude of the stability constants for the 2:1 complexes closely follow the trend observed previously for CB[7] binding with the NR 4+ and PR4+ cations. 2009 American Chemical Society.
