1,3-DIPOLAR CYCLOADDITION REACTIONS OF SOME 3-ARYL-PHTHALAZINIUM-1-OLATES

Date

1993-10-01

Author

CELEBI, N
Türker, Burhan Lemi

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

132
views

0
downloads

The participation of halogen substituted 3-aryl-phthalazinium-1-olates in cycloaddition reactions were stud ed with various olefinic and acetylenic dipolarophiles. The betaines gave the expected cycloadducts with vinyl acetate, vinyl phenyl ether, and vinyl phenyl sulfide. However, two isomeric products were obtained with diethyl acetylenedicarboxylate. One of them was the normal expected cycloadduct and the other one was the rearranged cycloadduct. On the other hand, reactions with phenyl acetylene produced only the rearranged cycloadducts.

Subject Keywords

General Chemistry

URI

https://hdl.handle.net/11511/62499

Journal

BULLETIN DES SOCIETES CHIMIQUES BELGES

DOI

https://doi.org/10.1002/bscb.19931021001

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

1,3-DIPOLAR CYCLOADDITION REACTIONS OF SOME 1-ARYL-PYRIDINIUM-3-OLATES CELEBI, N; CETINER, O; GULEC, A; Türker, Burhan Lemi (Wiley, 1993-07-01) In this study, the reactivities of 1-(2,4-dinitrophenyl)-, 1-(4,6-dimethylpyrimidin-2-yl)-, and 1-(5-nitro-2-pyridyl)-pyridinium-3-olates were tested upon various inductively and mesomerically electron rich dipolarophiles. N-substituted pyridinium-3-olates react across the 2,6-positions with 2pi-dipolarophiles whereas 4pi-dipolarophiles added across both 2,6 and 2,4 positions of the betaines.
Novel Molecular Building Blocks Based on the Boradiazaindacene Chromophore: Applications in Fluorescent Metallosupramolecular Coordination Polymers Bozdemir, Oe. Altan; Buyukcakir, Onur; AKKAYA, Engin Umut (Wiley, 2009-01-01) We designed and synthesized novel boradiazaindacene (Bodipy) derivatives that are appropriately functionalized for metal-ion-mediated supramolecular polymerization. Thus, ligands for 2-terpyridyl-, 2,6-terpyridyl-. and bipyridyl-functionalized Bodipy dyes were synthesized through Sonogashira couplings. These fluorescent building blocks are responsive to metal ions in a stoichiometry-dependent manner. Octahedral coordinating metal ions such as Zn-II result in polymerization at a stoichiometry corresponding t...
Self-condensation reactions of acyl phosphonates: synthesis of tertiary O-protected alpha-hydroxyphosphonates EYMUR, SERKAN; Gollu, Mehmet; Demir, Ayhan Sıtkı (The Scientific and Technological Research Council of Turkey, 2014-01-01) The self-condensation reaction of benzoyl dialkyl phosphonates was developed using cyanide ion as catalyst, affording versatile tertiary O-protected alpha-hydroxy phosphonates in moderate yield.
One-step synthesis of hierarchical [B]-ZSM-5 using cetyltrimethylammonium bromide as mesoporogen Yalcin, Busra Karakaya; İpek Torun, Bahar (The Scientific and Technological Research Council of Turkey, 2020-01-01) One-step facile synthesis of boron containing ZSM-5 microspheres is developed using 1,6-diaminohexane as the structure-directing agent and cetyltrimethylammonium bromide as the mesoporogen. High boron incorporation up to Si/B ratio of 38 is achieved and evidenced by the stretching vibrations of B-O-Si at 667 cm(-1) and 917 cm(-1) using Fourier-transform infrared spectra. The morphology of the crystals resembles berry-like spheres with sizes approximately 15 mu m, which is composed of aggregated nanocrystals...
From Homoconjugated Push-Pull Chromophores to Donor-Acceptor-Substituted Spiro Systems by Thermal Rearrangement Dengiz, Çağatay; KATO, Shin-ichiro; ZALIBERA, Michal; CIAS, Pawel; SCHWEIZER, W. Bernd; BOUDON, Corinne; GISSELBRECHT, Jean-Paul; GESCHEIDT, Georg; DIEDERICH, Francois (Wiley, 2014-01-27) Series of homoconjugated push-pull chromophores and donor-acceptor (D-A)-functionalized spiro compounds were synthesized, in which the electron-donating strength of the anilino donor groups was systematically varied. The structural and optoelectronic properties of the compounds were investigated by X-ray analysis, UV/Vis spectroscopy, electrochemistry, and computational analysis. The homoconjugated push-pull chromophores with a central bicyclo[4.2.0]octane scaffold were obtained in high yield by [2+2] cyclo...

Citation Formats

N. CELEBI and B. L. Türker, “1,3-DIPOLAR CYCLOADDITION REACTIONS OF SOME 3-ARYL-PHTHALAZINIUM-1-OLATES,” BULLETIN DES SOCIETES CHIMIQUES BELGES, pp. 625–630, 1993, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/62499.