New trigonal lattice hosts

Stoicheiometric crystal inclusions of laterally trisubstituted benzenes-X-ray crystal structure of 1,3,5-tris-(4carboxyphenyl) benzene·dimethyrformamide

Edwin Weber, Manfred Hecker, Erich Koepp, Wolfgang Orlia, Mátyás Czugler, Ingeborg Csöregh

Research output: Contribution to journalArticle

127 Citations (Scopus)

Abstract

New host molecules with a central 1,3,5-trisubstituted benzene ring and rigidly attached lateral arms composed of aryl or arylethynyl and extra functional groups are reported. They are shown to give more than thirty clathrates with a wide variety of organic solvents comprising alicyclic, aromatic, heterocyclic, dipolar aprotic, and protic molecules. Inclusion selectivities and stoicheiometries of the different clathrates are discussed. The crystal structure of (2a)-dimethylformamide (DMF) (1:3) inclusion compound has been determined from single-crystal X-ray diffraction. The crystals show R3 symmetry. There are six host and eighteen guest molecules in the hexagonal unit cell with a = b = 23.160(9) and c = 11.812(3) Å. The final linear R is 0.082 for 1 518 unique reflections. The host molecule adopts a propeller conformation with perfect three-fold symmetry and acts as a donor in hydrogen bonds to three DMF molecules. In the crystal structure the host-guest units are arranged stack-wise.

Original languageEnglish
Pages (from-to)1251-1257
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number7
DOIs
Publication statusPublished - 1988

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Benzene
Crystal lattices
Crystal structure
X rays
Crystals
Molecules
Dimethylformamide
Crystal symmetry
Propellers
Organic solvents
Functional groups
Conformations
Hydrogen bonds
Single crystals
X ray diffraction

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "New trigonal lattice hosts: Stoicheiometric crystal inclusions of laterally trisubstituted benzenes-X-ray crystal structure of 1,3,5-tris-(4carboxyphenyl) benzene·dimethyrformamide",
abstract = "New host molecules with a central 1,3,5-trisubstituted benzene ring and rigidly attached lateral arms composed of aryl or arylethynyl and extra functional groups are reported. They are shown to give more than thirty clathrates with a wide variety of organic solvents comprising alicyclic, aromatic, heterocyclic, dipolar aprotic, and protic molecules. Inclusion selectivities and stoicheiometries of the different clathrates are discussed. The crystal structure of (2a)-dimethylformamide (DMF) (1:3) inclusion compound has been determined from single-crystal X-ray diffraction. The crystals show R3 symmetry. There are six host and eighteen guest molecules in the hexagonal unit cell with a = b = 23.160(9) and c = 11.812(3) {\AA}. The final linear R is 0.082 for 1 518 unique reflections. The host molecule adopts a propeller conformation with perfect three-fold symmetry and acts as a donor in hydrogen bonds to three DMF molecules. In the crystal structure the host-guest units are arranged stack-wise.",
author = "Edwin Weber and Manfred Hecker and Erich Koepp and Wolfgang Orlia and M{\'a}ty{\'a}s Czugler and Ingeborg Cs{\"o}regh",
year = "1988",
doi = "10.1039/P29880001251",
language = "English",
pages = "1251--1257",
journal = "Journal of the Chemical Society, Perkin Transactions 2",
issn = "1470-1820",
publisher = "Royal Society of Chemistry",
number = "7",

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T1 - New trigonal lattice hosts

T2 - Stoicheiometric crystal inclusions of laterally trisubstituted benzenes-X-ray crystal structure of 1,3,5-tris-(4carboxyphenyl) benzene·dimethyrformamide

AU - Weber, Edwin

AU - Hecker, Manfred

AU - Koepp, Erich

AU - Orlia, Wolfgang

AU - Czugler, Mátyás

AU - Csöregh, Ingeborg

PY - 1988

Y1 - 1988

N2 - New host molecules with a central 1,3,5-trisubstituted benzene ring and rigidly attached lateral arms composed of aryl or arylethynyl and extra functional groups are reported. They are shown to give more than thirty clathrates with a wide variety of organic solvents comprising alicyclic, aromatic, heterocyclic, dipolar aprotic, and protic molecules. Inclusion selectivities and stoicheiometries of the different clathrates are discussed. The crystal structure of (2a)-dimethylformamide (DMF) (1:3) inclusion compound has been determined from single-crystal X-ray diffraction. The crystals show R3 symmetry. There are six host and eighteen guest molecules in the hexagonal unit cell with a = b = 23.160(9) and c = 11.812(3) Å. The final linear R is 0.082 for 1 518 unique reflections. The host molecule adopts a propeller conformation with perfect three-fold symmetry and acts as a donor in hydrogen bonds to three DMF molecules. In the crystal structure the host-guest units are arranged stack-wise.

AB - New host molecules with a central 1,3,5-trisubstituted benzene ring and rigidly attached lateral arms composed of aryl or arylethynyl and extra functional groups are reported. They are shown to give more than thirty clathrates with a wide variety of organic solvents comprising alicyclic, aromatic, heterocyclic, dipolar aprotic, and protic molecules. Inclusion selectivities and stoicheiometries of the different clathrates are discussed. The crystal structure of (2a)-dimethylformamide (DMF) (1:3) inclusion compound has been determined from single-crystal X-ray diffraction. The crystals show R3 symmetry. There are six host and eighteen guest molecules in the hexagonal unit cell with a = b = 23.160(9) and c = 11.812(3) Å. The final linear R is 0.082 for 1 518 unique reflections. The host molecule adopts a propeller conformation with perfect three-fold symmetry and acts as a donor in hydrogen bonds to three DMF molecules. In the crystal structure the host-guest units are arranged stack-wise.

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