Xue Song Shang

ORCID: 0000-0003-1328-2185
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Research Areas
  • Catalytic C–H Functionalization Methods
  • Surface Chemistry and Catalysis
  • Molecular Junctions and Nanostructures
  • Cyclopropane Reaction Mechanisms
  • Catalytic Alkyne Reactions
  • Asymmetric Hydrogenation and Catalysis
  • Porphyrin and Phthalocyanine Chemistry
  • Advanced Chemical Physics Studies
  • Electron Spin Resonance Studies
  • Catalytic Cross-Coupling Reactions
  • Radical Photochemical Reactions
  • Oxidative Organic Chemistry Reactions
  • Synthesis and Catalytic Reactions
  • Asymmetric Synthesis and Catalysis
  • Photonic Crystals and Applications
  • Sulfur-Based Synthesis Techniques
  • Molecular Sensors and Ion Detection
  • Block Copolymer Self-Assembly
  • Supramolecular Self-Assembly in Materials
  • Lanthanide and Transition Metal Complexes
  • Spectroscopy and Quantum Chemical Studies

East China University of Science and Technology
2013-2016

On-surface polymerization represents a novel bottom-up approach for producing macromolecular structures. To date, however, most of the structures formed using this method exhibit broad size distribution and are disorderly adsorbed on surface. Here we demonstrate strategy metal-directed template to control on-surface process. We chose bifunctional compound which contains pyridyl bromine end groups as precursor. Linear afforded by pyridyl–Cu–pyridyl coordination effectively promoted Ullmann...

10.1021/ja311890n article EN Journal of the American Chemical Society 2013-02-21

Abstract On‐surface Pd‐ and Cu‐catalyzed CC coupling reactions between phenyl bromide functionalized porphyrin derivatives on an Au(111) surface have been investigated under ultra‐high vacuum conditions by using scanning tunneling microscopy kinetic Monte Carlo simulations. We monitored the isothermal reaction kinetics allowing to proceed at different temperatures. discovered that catalyzed Pd or Cu can be described as a two‐phase process involves initial activation followed bond formation....

10.1002/chem.201304443 article EN Chemistry - A European Journal 2014-02-25

Intermolecular benzylic methylene functionalization of exo-cyclic enol ethers has been achieved using imines as reagents and potassium tert-butoxide the catalyst. Depending on solvent used, reaction proceeds by two pathways. In THF, an addition/elimination with provides dihydroisobenzofuran derivatives in good yield. DMSO, addition/ring-opening/cyclization cascade occurs unexpected cleavage C-O C-C bonds, affording isoquinolin-1(2H)-one products high yield under ambient conditions.

10.1021/ol401470y article EN Organic Letters 2013-07-24

Chromeno[4,3-b]chromene is a ubiquitous structural motif found in various pharmaceuticals and biologically active compounds. A concise palladium-catalyzed reaction of vinyl iodides salicyl N-tosylhydrazones has been achieved to afford series compounds containing the chromeno[4,3-b]chromene scaffold moderate high yield. This tandem involves palladium(II) carbene migratory insertion intramolecular cyclization assisted by an O nucleophile tolerates functional groups.

10.1021/acs.joc.5b00500 article EN The Journal of Organic Chemistry 2015-04-16

A two-step strategy consisting of on-surface synthesis and supramolecular assembly is developed for constructing low-dimensional molecular nanostructures on surfaces.

10.1039/c4cc07604d article EN Chemical Communications 2014-01-01

Using scanning tunneling microscopy, the coordination self-assembly of a series peripheral bromo-phenyl and pyridyl substituted porphyrins with Fe was studied on an Au(111) surface. The functionalized two trans-pyridyl groups afford extended hexagonal frameworks three generate discrete rosette chiral kagome framework structures. porphyrin derivatives in which phenyl are by results networks exhibiting identical structures to that parent compounds. These contain nanocavities decorated Br,...

10.1039/c3cp50779c article EN Physical Chemistry Chemical Physics 2013-01-01

Abstract Cross‐coupling is of great importance in organic synthesis. Here it demonstrated that cross‐coupling aryl‐bromide and porphyrin‐bromide takes place on a Au(111) surface vacuo. The products are oligomers consisting porphyrin moieties linked by p ‐phenylene at porphyrin’s meso ‐positions. ratio the cross‐coupled versus homocoupled bonds can be regulated reactant concentrations. Kinetic Monte Carlo simulations were applied to determine activation barrier. It expected this reaction...

10.1002/chem.201501095 article EN Chemistry - A European Journal 2015-04-16

We have studied the self-assembly of a series multicomponent cyclic supramolecular polygons on Au(111) surface using scanning tunneling microscopy and kinetic Monte Carlo simulations. Our results indicate that while closed or cages efficiently self-assemble in three dimensions at appropriate temperatures concentrations, chain structures are formed predominantly yield polygon is very low two independent temperature concentration. This substantial shift ring–chain equilibrium can be attributed...

10.1021/jp408504b article EN The Journal of Physical Chemistry C 2013-10-02

Abstract A convenient palladium‐catalyzed tandem reaction of aryl iodides and salicyl N ‐tosylhydrazones has been achieved to afford a series compounds containing the novel spiro[benzofuran‐3,2′‐chromene] scaffold in moderate good yields. This efficient catalytic reaction, which tolerates various functional groups, combines alkyne‐based 5‐ exo ‐ dig cyclization, palladium(II) carbene migratory insertion intramolecular generating three new bonds one reaction. magnified image

10.1002/adsc.201501150 article EN Advanced Synthesis & Catalysis 2016-04-15

Abstract The title compounds are obtained by Pd‐catalyzed reaction of 4‐aryl‐3‐iodo‐2H‐chromenes (II), (IV) and (VI) with salicylaldehyde‐derived tosylhydrazones (I) in modest to good yields.

10.1002/chin.201539137 article EN ChemInform 2015-09-01

Abstract Three new bonds are generated in one step by the combination of an alkyne‐based 5‐exo‐dig cyclization with a Pd(II) carbene migratory insertion and intramolecular cyclization.

10.1002/chin.201639105 article EN ChemInform 2016-09-01
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