A new fluorescent hemicryptophane for acetylcholine recognition with an unusual recognition mode

Abstract

<p>The ammonium of the target interacts with the south part of the hemicryptophane probably because the cyclotriveratrylene's electronic density is altered by the extension of conjugation.</p>

Alkynylgold(I) C3‐Chiral Concave Complexes: Aggregation and Luminescence

“…[58][59][60][61] We wondered therefore if it would be possible to prepare metallo-cryptophanes by self-dimerization of gold(I) alkynyl CTBs in order to: (i) Expand the diversity of methods used for the assembly of metal cation-incorporating cryptophanes, and (ii) take advantage of the luminescence of the gold(I) alkynyl complex subunits to create original luminescent cryptophane-like receptors. [61][62][63][64][65] We now report the results that we obtained with the three chiral gold(I) acetylide trinuclear CTB complexes bearing phosphine ancillary ligands 1-3 (Figure 1), which were prepared from ethynyl-substituted CTB(H,C 2 H). We show that the complexes were endowed with the expected photophysical proper-ties, while they did not dimerize into metallo-cryptophanes in solution.…”

“…The carbonitrile and acetylide ligands subunits are isoelectronic and isosteric. At the time we started our investigations, alkynyl‐substituted CTBs were known, but not used for the preparation of organometallic derivatives [58–61] . We wondered therefore if it would be possible to prepare metallo‐cryptophanes by self‐dimerization of gold(I) alkynyl CTBs in order to: (i) Expand the diversity of methods used for the assembly of metal cation‐incorporating cryptophanes, and (ii) take advantage of the luminescence of the gold(I) alkynyl complex subunits to create original luminescent cryptophane‐like receptors [61–65] …”

Fluorescent Molecular Cages with Sucrose and Cyclotriveratrylene Units for the Selective Recognition of Choline and Acetylcholine

“…This could be explained by increasing the ratio of the unbounded guest. 26 Compared to the spectra of pure ACh or Ch, the signals of both guests are shifted upfield during the titration studies, which confirms the encapsulation of both guests in the host cavities. There are a few reports about binding the (CH 3 ) 3 N + part of ACh and Ch inside the electron-rich CTV cavity., 25 , 26a , 27 In the case of M -5a , the gradual addition of ACh provided downfield chemical shifts of the CTV aromatic protons and upfield shifts of the protons from naphthalene ring linkers ( Figure S14 ).…”

“…In all cases, the signals from (CH 3 ) 3 N + and methylene protons are shifted downfield with increasing amount of ACh or Ch guests (Figures S15 and S18). This could be explained by increasing the ratio of the unbounded guest . Compared to the spectra of pure ACh or Ch, the signals of both guests are shifted upfield during the titration studies, which confirms the encapsulation of both guests in the host cavities.…”

“…In the last decade, several fluorescent receptors able to recognize ACh and Ch have been reported., 20a 24 Martinez et al obtained three fluorescent hemicryptophanes containing naphthalene 25 or phenylacetylene 26 linkers, which can efficiently distinguish ACh over Ch. In another paper, they reported a fluorescent heteroditopic host with the naphthalene units and a Zn(II) complex for the selective recognition of choline phosphate.…”