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Literature DB >> 25647641

Calix[6]arene threading with weakly interacting tertiary ammonium axles: generation of chiral pseudorotaxane architectures.

Carmen Talotta¹, Nicola Alessandro De Simone, Carmine Gaeta, Placido Neri.

Abstract

The TFPB "superweak anion" effectively induces the threading of a scarcely preorganized calix[6]arene (1) with weakly interacting tertiary ammonium axles (2(+)-3(+)). The pseudorotaxanes (4(+)-5(+)) thus formed show an unexpected chirality due to an unprecedented formation of a threading-induced stereogenic ammonium center.

Entities: Chemical

Year: 2015 PMID： 25647641 DOI： 10.1021/acs.orglett.5b00115

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

7 in total

1. Calix[2]naphth[2]arene: A Class of Naphthalene-Phenol Hybrid Macrocyclic Hosts.

Authors: Rocco Del Regno; Paolo Della Sala; Aldo Spinella; Carmen Talotta; Dalila Iannone; Silvano Geremia; Neal Hickey; Placido Neri; Carmine Gaeta
Journal: Org Lett Date: 2020-07-20 Impact factor: 6.005

2. Multiple threading of a triple-calix[6]arene host.

Authors: Veronica Iuliano; Roberta Ciao; Emanuele Vignola; Carmen Talotta; Patrizia Iannece; Margherita De Rosa; Annunziata Soriente; Carmine Gaeta; Placido Neri
Journal: Beilstein J Org Chem Date: 2019-09-03 Impact factor: 2.883

3. Complexation of 2,6-helic[6]arene and its derivatives with 1,1'-dimethyl-4,4'-bipyridinium salts and protonated 4,4'-bipyridinium salts: an acid-base controllable complexation.

Authors: Jing Li; Qiang Shi; Ying Han; Chuan-Feng Chen
Journal: Beilstein J Org Chem Date: 2019-07-26 Impact factor: 2.883

Calix[6]arene threading with weakly interacting tertiary ammonium axles: generation of chiral pseudorotaxane architectures.

1. Calix[2]naphth[2]arene: A Class of Naphthalene-Phenol Hybrid Macrocyclic Hosts.

2. Multiple threading of a triple-calix[6]arene host.

3. Complexation of 2,6-helic[6]arene and its derivatives with 1,1'-dimethyl-4,4'-bipyridinium salts and protonated 4,4'-bipyridinium salts: an acid-base controllable complexation.

4. Expanding Coefficient: A Parameter To Assess the Stability of Induced-Fit Complexes.

5. Oxatub[4]arene: a smart macrocyclic receptor with multiple interconvertible cavities.

6. Calix[6]arene-based atropoisomeric pseudo[2]rotaxanes.

7. Study on the Influence of Chirality in the Threading of Calix[6]arene Hosts with Dialkylammonium Axles.