scholarly journals Insertion of [1.1.1]propellane into aromatic disulfides

2019 ◽  
Vol 15 ◽  
pp. 1172-1180 ◽  
Author(s):  
Robin M Bär ◽  
Gregor Heinrich ◽  
Martin Nieger ◽  
Olaf Fuhr ◽  
Stefan Bräse
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
Functional Groups ◽  
Column Chromatography ◽  
Disulfide Bonds ◽  
Radical Reaction ◽  
X Ray Diffraction ◽  
X Ray ◽  
Methoxy Groups ◽  
Novel Methods

Herein we present the synthesis of symmetrically and unsymmetrically substituted 1,3-bissulfanylbicyclo[1.1.1]pentanes from disulfides and [1.1.1]propellane. Bicyclo[1.1.1]pentanes (BCPs) recently gained interest as rigid linkers and as bioisosters of para-substituted benzene and alkyne moieties. The most promising precursor for BCPs is [1.1.1]propellane (1). The available methods to synthesize BCPs are quite limited and many groups contribute to the development of novel methods. The insertion of 1 into disulfide bonds is known, but has never been thoroughly investigated. In this study, we show that an UV initiated radical reaction can be used to synthesize symmetrically and unsymmetrically substituted BCP sulfides by reaction of [1.1.1]propellane (1) with disulfides. Depending on the ratio of 1 to the disulfide, only the BCP product (with up to 98% yield) or a mixture of BCP and [2]staffane can be obtained. The reaction tolerates functional groups such as halogens, alkyl and methoxy groups. The separation of the corresponding BCP and [2]staffane products is challenging but possible by column chromatography and preparative TLC in most cases. Single crystal X-ray diffraction analysis confirms the rod-like structure of the [2]staffanes that is often required in material applications.

Environmentally Friendly Nafion-Mediated Friedländer Quinoline Synthesis under Microwave Irradiation: Application to One-Pot Synthesis of Substituted Quinolinyl Chalcones

Synthesis ◽  
2020 ◽  
Vol 52 (12) ◽  
pp. 1779-1794 ◽  
Author(s):  
Cheng-Chung Wang ◽  
Chieh-Kai Chan ◽  
Chien-Yu Lai
Keyword(s):  
Microwave Irradiation ◽  
Single Crystal ◽  
Diffraction Analysis ◽  
Functional Groups ◽  
Chemical Method ◽  
Solid Catalyst ◽  
Synthetic Route ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray

An efficient and eco-friendly synthetic route for Friedländer quinoline synthesis of polysubstituted quinolines is described. This green chemical method starts from various 2-aminobenzophenones and mono- or dicarbonyl synthons and uses reusable Nafion NR50 material as a solid catalyst in ethanol under microwave irradiation. The protocol has a high generality of functional groups and provides the desired quinolines in good to excellent yields. Some structures were confirmed by single-crystal X-ray diffraction analysis.

scholarly journals Direct borylation of terrylene and quaterrylene

2020 ◽  
Vol 16 ◽  
pp. 621-627
Author(s):  
Haruka Kano ◽  
Keiji Uehara ◽  
Kyohei Matsuo ◽  
Hironobu Hayashi ◽  
Hiroko Yamada ◽  
...  
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
Organic Solvents ◽  
Column Chromatography ◽  
Theoretical Calculations ◽  
Photophysical Properties ◽  
X Ray Diffraction ◽  
X Ray ◽  
Homo And Lumo ◽  
Post Modification

The preparation of large rylenes often needs the use of solubilizing groups along the rylene backbone, and all the substituents of the terrylenes and quaterrylenes were introduced before creating the rylene skeleton. In this work, we successfully synthesized 2,5,10,13-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terrylene (TB4) by using an iridium-catalyzed direct borylation of C–H bonds in terrylene in 56% yield. The product is soluble in common organic solvents and could be purified without column chromatography. Single crystal X-ray diffraction analysis revealed that the terrylene core is not disturbed by the substituents and is perfectly flat. The photophysical properties of TB4 are also unchanged by the substituents because the carbon atoms at 2,5,10,13-positions have less coefficients on its HOMO and LUMO, estimated by theoretical calculations. Finally, the same borylation reaction was applied for quaterrylene, resulting in the formation of soluble tetra-borylated quaterrylene despite a low yield. The post modification of rylenes enables us to prepare their borylated products as versatile units after creating the rylene skeletons.

Synthesis of 4-(3-coumarinyl)-3-benzyl-4-thiazolin-2-one 4-methylbenzylidenehydrazone and determination of the isomeric structure by X-ray analysis

2003 ◽  
Vol 218 (12) ◽  
Author(s):  
Süheyla Özbey ◽  
Nilgün Karalı ◽  
Aysel Gürsoy
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
Spectral Data ◽  
X Ray Diffraction ◽  
X Ray ◽  
Isomeric Structure ◽  
Elemental Analyses

AbstractIn this study 4-(3-coumarinyl)-3-benzyl-4-thi azolin-2-one 4-methylbenzylidenehydrazone 3 was synthesised. An independent proof of the thiazolylhydrazone structure of 3 was achieved by single crystal X-ray diffraction analysis. Elemental analyses and spectral data (IR,

Single-crystal X-ray diffraction analysis of nonplanar autoepitaxial silicon layers

2009 ◽  
Vol 45 (14) ◽  
pp. 1610-1613
Author(s):  
V. T. Bublik ◽  
L. V. Kozhitov ◽  
T. T. Kondratenko
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
X Ray Diffraction ◽  
X Ray

Functionalized triphenylphosphine oxide-based manganese(II) complexes for luminescent printing

2021 ◽  
Author(s):  
Xiaomeng Huang ◽  
Yanyan Qin ◽  
Pengfei She ◽  
Haixing Meng ◽  
Shu-Juan Liu ◽  
...  
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
Triphenylphosphine Oxide ◽  
X Ray Diffraction ◽  
X Ray

Three novel neutral manganese(II) complexes (TPhPONMe2)2MnBr2, (TPhPOOMe)2MnBr2, and (TPhPOCF3)2MnBr2 have been designed and synthesized based on functionalized Ph3PO ligand. These structures are clarified by single crystal X-ray diffraction analysis, which...

scholarly journals Bridgehead vicinal diallylation of norbornene derivatives and extension to propellane derivatives via ring-closing metathesis

2016 ◽  
Vol 12 ◽  
pp. 1877-1883 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Rama Gunta
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
X Ray Diffraction ◽  
Ring Closing Metathesis ◽  
X Ray ◽  
Synthetic Strategy ◽  
Norbornene Derivatives

Here, we report a simple synthetic strategy to the bridgehead vicinal diallylation of norbornene derivatives. These substrates are useful to generate propellanes via ring-closing metathesis. Single-crystal X-ray diffraction analysis of four compounds led to the realization of configurational correction of earlier reported molecules.

X-ray diffraction analysis of Ti-diffused single-crystal LiNbO3

1993 ◽  
Vol 191 (1) ◽  
pp. 15-19
Author(s):  
Perry Skeath ◽  
S.B. Qadri ◽  
F.A. Stevie
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
X Ray Diffraction ◽  
X Ray
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