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Preparation of Alkynes: Alkylation Reaction02:27

Preparation of Alkynes: Alkylation Reaction

Introduction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Thermal and Photochemical Electrocyclic Reactions: Overview01:26

Thermal and Photochemical Electrocyclic Reactions: Overview

Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
Preparation of Alkynes: Dehydrohalogenation02:34

Preparation of Alkynes: Dehydrohalogenation

Introduction
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group with both...

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Updated: Jun 11, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
06:34

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)

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Anthracene functionalized terpyridines - synthesis and properties.

Falk Wehmeier1, Jochen Mattay

  • 1Institut für Chemie, Humboldt-Universität zu Berlin, Brook-Taylor-Str. 2, D-12489 Berlin, Germany.

Beilstein Journal of Organic Chemistry
|July 14, 2010
PubMed
Summary

Researchers synthesized novel functionalized terpyridines and their iron(II) complexes. Photochemical studies investigated the behavior of these compounds, revealing insights into their light-induced properties.

Keywords:
anthracenecoordination chemistryphotochemistryterpyridine

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Last Updated: Jun 11, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
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Published on: September 18, 2016

Area of Science:

  • Coordination Chemistry
  • Supramolecular Chemistry
  • Photochemistry

Background:

  • Terpyridines are versatile ligands in coordination chemistry.
  • Functionalized terpyridines are crucial for developing advanced materials.
  • Iron(II) complexes with terpyridine ligands exhibit interesting photophysical properties.

Purpose of the Study:

  • To synthesize novel symmetrically 4,4''-functionalized 2,2':6',2''-terpyridines.
  • To prepare iron(II)-bis(terpyridine) complexes using synthesized ligands.
  • To investigate the photochemistry of the free ligands and their iron(II) complexes.

Main Methods:

  • Organic synthesis of terpyridine derivatives, including biscarboxylic acid and anthryl esters.
  • Complexation reactions with iron(II) salts.
  • Photochemical irradiation experiments on ligands and complexes.

Main Results:

  • Successful synthesis of biscarboxylic acid 4,4''-tpy(CO₂H)₂ (3) and anthryl esters 4,4''-tpy(CO₂CH₂Anth)₂ (5a) and 4,4''-tpy(CO₂CH₂CH₂OAnth)₂ (5b).
  • Formation of symmetric iron(II)-bis(terpyridine) complexes 6a-b.
  • Initial photochemical investigations on the synthesized compounds.

Conclusions:

  • The study reports the synthesis of new functionalized terpyridines and their iron(II) complexes.
  • The synthesized compounds serve as platforms for further photochemical investigations.
  • This work contributes to the understanding of terpyridine-based photochemistry.