Diethyl (iodoethynyl)phosphonate and (iodoethynyl)diphenylphosphane oxide: crystal structures and some cycloaddition reactions

AbstractThe title compounds are difunctionalized acetylenic building blocks, which can serve as electrophilic dienophiles and dipolarophiles in [4+2] and azide-iodoalkyne [3+2] cycloaddition reactions, which, however, require strong thermal activation. In their crystal structures, they are self-complementary tectons, which are arranged in polymeric chains maintained by very short intermolecular Csp–I···O=P halogen bonds.

Download Full-text

Symmetrical tetra-β″-sulfoleno-meso-aryl-porphyrins — synthesis, spectroscopy and structural characterization

Journal of Porphyrins and Phthalocyanines ◽

10.1142/s1088424613501204 ◽

2014 ◽

Vol 18 (01n02) ◽

pp. 115-122 ◽

Cited By ~ 8

Author(s):

Srinivas Banala ◽

Klaus Wurst ◽

Bernhard Kräutler

Keyword(s):

Metal Complexes ◽

Crystal Structures ◽

Structural Characterization ◽

Building Blocks ◽

Cycloaddition Reactions ◽

One Pot

We report here the preparation (in "one-pot") of a tetra-β″-sulfoleno-meso-aryl-porphyrin in about 80% yield by using an optimized modification of Lindsey's variant of the Adler–Longo approach. The Zn ( II )-, Cu ( II )- and Ni ( II )-complexes of the symmetrical porphyrin were prepared and characterized spectroscopically. Crystal structures of the fluorescent Zn ( II )- and of the non-fluorescent Ni ( II )-tetra-β″-sulfoleno-meso-aryl-porphyrinates showed the highly substituted porphyrin ligands to be nearly perfectly planar. The Zn ( II )-complex of this porphyrin has been used as a thermal precursor of a reactive diene, and — formally — of lateral and diagonal bis-dienes, of a tris-diene and of a tetra-diene, which all underwent [4 + 2]-cycloaddition reactions in situ with a range of dienophiles. Thus, the tetra-β″-sulfoleno-meso-aryl-porphyrin and its metal complexes represent reactive building blocks, "programmed" for the syntheses of symmetrical and highly functionalized porphyrins.

Download Full-text

Cadmium(II) and zinc(II) coordination polymers with mixed building blocks of benzenedicarboxyl and 2,5-bipyridyl-1,3,4-oxadiazole: Syntheses, crystal structures, and properties

Inorganica Chimica Acta ◽

10.1016/j.ica.2011.08.069 ◽

2011 ◽

Vol 378 (1) ◽

pp. 206-212 ◽

Cited By ~ 7

Author(s):

Jing Chen ◽

Shang-Yuan Liu ◽

Cheng-Peng Li

Keyword(s):

Crystal Structures ◽

Coordination Polymers ◽

Building Blocks ◽

Structures And Properties

Download Full-text

Self-Assembly of Shape-Tunable Oblate Colloidal Particles into Orientationally Ordered Crystals, Glassy Crystals and Plastic Crystals

Soft Matter ◽

10.1039/d1sm00343g ◽

2021 ◽

Author(s):

Jiawei Lu ◽

Xiangyu Bu ◽

Xinghua Zhang ◽

Bing Liu

Keyword(s):

Crystal Structures ◽

Self Assembly ◽

Colloidal Particles ◽

Building Blocks ◽

Fundamental Question ◽

The Self ◽

Plastic Crystals ◽

Self Assembled ◽

Glassy Crystals ◽

The Relationship

The shapes of colloidal particles are crucial to the self-assembled superstructures. Understanding the relationship between the shapes of building blocks and the resulting crystal structures is an important fundamental question....

Download Full-text

Synthesis, Crystal Structures, and Magnetic Properties of Cyanide-Bridged Fe(III)−Mn(III) Complexes Based on Manganese(III)-Porphyrin and Pyridinecarboxamide Dicyanideiron(III) Building Blocks

Crystal Growth & Design ◽

10.1021/cg9001253 ◽

2009 ◽

Vol 9 (9) ◽

pp. 3989-3996 ◽

Cited By ~ 24

Author(s):

Daopeng Zhang ◽

Hailong Wang ◽

Laijin Tian ◽

Hui-Zhong Kou ◽

Jianzhuang Jiang ◽

...

Keyword(s):

Magnetic Properties ◽

Crystal Structures ◽

Building Blocks

Download Full-text

Intermolecular binding preferences of haloethynyl halogen-bond donors as a function of molecular electrostatic potentials in a family of N-(pyridin-2-yl)amides

Organic & Biomolecular Chemistry ◽

10.1039/d1ob01133b ◽

2021 ◽

Author(s):

Amila M. Abeysekera ◽

Boris B. Averkiev ◽

Pierre Le Magueres ◽

Christer B. Aakeröy

Keyword(s):

Hydrogen Bonds ◽

Crystal Structures ◽

Halogen Bond ◽

Electrostatic Potentials ◽

Halogen Bonds ◽

Molecular Electrostatic Potentials

The roles played by halogen bonds and hydrogen bonds in the crystal structures of N-(pyridin-2-yl)amides were evaluated and rationalised in the context of calculated molecular electrostatic potentials.

Download Full-text

Topological features in crystal structures: a quotient graph assisted analysis of underlying nets and their embeddings

Acta Crystallographica Section A Foundations and Advances ◽

10.1107/s2053273315022950 ◽

2016 ◽

Vol 72 (3) ◽

pp. 268-293 ◽

Cited By ~ 4

Author(s):

Jean-Guillaume Eon

Keyword(s):

Crystal Structures ◽

Direct Analysis ◽

Building Blocks ◽

Quotient Graph ◽

Quotient Graphs ◽

Edge Contraction ◽

Topological Features ◽

Structure Decomposition ◽

Bond Topology ◽

Ring Analysis

Topological properties of crystal structures may be analysed at different levels, depending on the representation and the topology that has been assigned to the crystal. Considered here is thecombinatorialorbond topologyof the structure, which is independent of its realization in space. Periodic nets representing one-dimensional complexes, or the associated graphs, characterize the skeleton of chemical bonds within the crystal. Since periodic nets can be faithfully represented by their labelled quotient graphs, it may be inferred that their topological features can be recovered by a direct analysis of the labelled quotient graph. Evidence is given for ring analysis and structure decomposition into building units and building networks. An algebraic treatment is developed for ring analysis and thoroughly applied to a description of coesite. Building units can be finite or infinite, corresponding to 1-, 2- or even 3-periodic subnets. The list of infinite units includes linear chains or sheets of corner- or edge-sharing polyhedra. Decomposing periodic nets into their building units relies on graph-theoretical methods classified assurgery techniques. The most relevant operations are edge subdivision, vertex identification, edge contraction and decoration. Instead, these operations can be performed on labelled quotient graphs, evidencing in almost a mechanical way the nature and connection mode of building units in the derived net. Various examples are discussed, ranging from finite building blocks to 3-periodic subnets. Among others, the structures of strontium oxychloride, spinel, lithiophilite and garnet are addressed.

Download Full-text

Pt2Tl Building Blocks for Two-Dimensional Extended Solids: Synthesis, Crystal Structures, and Luminescence

Crystal Growth & Design ◽

10.1021/acs.cgd.7b00662 ◽

2017 ◽

Vol 17 (8) ◽

pp. 4336-4346 ◽

Cited By ~ 14

Author(s):

Sara Fuertes ◽

Andrés J. Chueca ◽

Antonio Martín ◽

Violeta Sicilia

Keyword(s):

Crystal Structures ◽

Building Blocks ◽

Two Dimensional ◽

Extended Solids

Download Full-text

Crystal structures of the dioxane hemisolvates ofN-(7-bromomethyl-1,8-naphthyridin-2-yl)acetamide and bis[N-(7-dibromomethyl-1,8-naphthyridin-2-yl)acetamide]

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989017012208 ◽

2017 ◽

Vol 73 (10) ◽

pp. 1409-1413 ◽

Cited By ~ 2

Author(s):

Robert Rosin ◽

Wilhelm Seichter ◽

Monika Mazik

Keyword(s):

Hydrogen Bonds ◽

Crystal Structures ◽

Lone Electron Pair ◽

Electron Pair ◽

Three Dimensional ◽

Supramolecular Network ◽

Halogen Bonds ◽

Host Interactions ◽

Compound Ii ◽

Noncovalent Bonding

The syntheses and crystal structures ofN-(7-bromomethyl-1,8-naphthyridin-2-yl)acetamide dioxane hemisolvate, C11H10BrN3O·0.5C4H8O2, (I), and bis[N-(7-dibromomethyl-1,8-naphthyridin-2-yl)acetamide] dioxane hemisolvate, 2C11H9Br2N3O·0.5C4H8O2, (II), are described. The molecules adopt a conformation with the N—H hydrogen pointing towards the lone electron pair of the adjacent naphthyridine N atom. The crystals of (I) are stabilized by a three-dimensional supramolecular network comprising N—H...N, C—H...N and C—H...O hydrogen bonds, as well as C—Br...π halogen bonds. The crystals of compound (II) are stabilized by a three-dimensional supramolecular network comprising N—H...N, C—H...N and C—H...O hydrogen bonds, as well as C—H...π contacts and C—Br...π halogen bonds. The structure of the substituent attached in the 7-position of the naphthyridine skeleton has a fundamental influence on the pattern of intermolecular noncovalent bonding. While the Br atom of (I) participates in weak C—Br...Oguestand C—Br...π contacts, the Br atoms of compound (II) are involved in host–host interactionsviaC—Br...O=C, C—Br...N and C—Br...π bonding.

Download Full-text

Halogen bonds as a tool in the design of high energetic materials: evidence from crystal structures and quantum chemical calculations

CrystEngComm ◽

10.1039/d1ce00854d ◽

2021 ◽

Author(s):

Aleksandra B. Đunović ◽

Dušan Ž Veljković

Keyword(s):

Crystal Structures ◽

Quantum Chemical Calculations ◽

Electrostatic Potential ◽

Energetic Materials ◽

Quantum Chemical ◽

Central Area ◽

Molecular Surface ◽

Halogen Bonds ◽

Positive Electrostatic Potential

Positive electrostatic potential over the central area of the molecular surface is one of the main characteristics of high energetic materials (HEM) that determines their sensitivity towards detonation. The influence...

Download Full-text