Literature DB >> 12012405

1,3,5-2,4,6-functionalized, facially segregated benzenes-exploitation of sterically predisposed systems in supramolecular chemistry.

Gunther Hennrich1, Eric V Anslyn.   

Abstract

In the present article, we introduce the unique steric features of 1,3,5-substituted triethylbenzenes as a design principle for host molecules and supramolecular systems. Due to steric gearing, all three functional substituents are disposed on the same side of the phenyl plane. The use of this benzene scaffold has lead to the synthesis of various receptor molecules for a wide range of different guest species. Furthermore, the facially segregated systems can be used as building blocks with a controlled conformation in the synthesis of macrocycles or self-assembled supramolecular systems.

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Year:  2002        PMID: 12012405     DOI: 10.1002/1521-3765(20020517)8:10<2218::AID-CHEM2218>3.0.CO;2-H

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  9 in total

1.  Unexpected Formation of Hexasubstituted Arenes through a 2-fold Palladium-Mediated Ligand Arylation.

Authors:  Corin C Wagen; Bryan T Ingoglia; Stephen L Buchwald
Journal:  J Org Chem       Date:  2019-09-25       Impact factor: 4.354

2.  Nitrogen heterocycles as building blocks for new metallosupramolecular architectures.

Authors:  Peter J Steel
Journal:  Molecules       Date:  2004-05-31       Impact factor: 4.411

3.  Synthetic Factors Governing Access to Tris(β-diketimine) Cyclophanes versus Tripodal Tri-β-aminoenones.

Authors:  Mary C Eaton; Brian J Knight; Robin Brahmi; Ricardo B Ferreira; Vincent J Catalano; Arnold L Rheingold; Ion Ghiviriga; Leslie J Murray
Journal:  J Org Chem       Date:  2020-10-27       Impact factor: 4.354

4.  (How) does 1,3,5-triethylbenzene scaffolding work? Analyzing the abilities of 1,3,5-triethylbenzene- and 1,3,5-trimethylbenzene-based scaffolds to preorganize the binding elements of supramolecular hosts and to improve binding of targets.

Authors:  Xing Wang; Fraser Hof
Journal:  Beilstein J Org Chem       Date:  2012-01-02       Impact factor: 2.883

5.  Self-assembled trinuclear arsenic and antimony macrobicycles.

Authors:  Mary S Collins; Robert Y Choi; Lev N Zakharov; Lori A Watson; Benjamin P Hay; Darren W Johnson
Journal:  Chem Sci       Date:  2015-02-18       Impact factor: 9.825

6.  Binding modes of methyl α-d-glucopyranoside to an artificial receptor in crystalline complexes.

Authors:  Linda Köhler; Conrad Hübler; Wilhelm Seichter; Monika Mazik
Journal:  RSC Adv       Date:  2021-06-24       Impact factor: 4.036

7.  Synthesis and crystal structure of 1,3-bis-{[N,N-bis-(2-hy-droxy-eth-yl)amino]-meth-yl}-5-{[(4,6-di-methyl-pyridin-2-yl)amino]-meth-yl}-2,4,6-tri-ethyl-benzene.

Authors:  Manuel Stapf; Ute Schmidt; Wilhelm Seichter; Monika Mazik
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2022-07-26

8.  Dissipative Formation of Covalent Basket Cages.

Authors:  Vageesha W Liyana Gunawardana; Tyler J Finnegan; Carson E Ward; Curtis E Moore; Jovica D Badjić
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-11       Impact factor: 16.823

9.  Enantioselective carbohydrate recognition by synthetic lectins in water.

Authors:  Pablo Ríos; Tiddo J Mooibroek; Tom S Carter; Christopher Williams; Miriam R Wilson; Matthew P Crump; Anthony P Davis
Journal:  Chem Sci       Date:  2017-03-30       Impact factor: 9.825

  9 in total

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