Facile Assembling of Novel 2,3,6,7,9-pentaazabicyclo- [3.3.1]nona-3,7-diene Derivatives under Microwave and Ultrasound Platforms

Hamad M Al-Matar; Kamal M Dawood; Wael M Tohamy; Mona A Shalaby

doi:10.3390/molecules24061110

Facile Assembling of Novel 2,3,6,7,9-pentaazabicyclo- [3.3.1]nona-3,7-diene Derivatives under Microwave and Ultrasound Platforms

Molecules. 2019 Mar 20;24(6):1110. doi: 10.3390/molecules24061110.

Authors

Hamad M Al-Matar¹, Kamal M Dawood², Wael M Tohamy³, Mona A Shalaby⁴

Affiliations

¹ Chemistry Department, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat 13060, Kuwait. h.almatar@ku.edu.kw.
² Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt. dr_dawood@yahoo.com.
³ Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo 12622, Egypt. wael_tohamy79@hotmail.com.
⁴ Chemistry Department, Faculty of Science, University of Kuwait, P.O. Box 5969, Safat 13060, Kuwait. monashalby203@gmail.com.

Abstract

Reactions of a series of 3-oxo-2-arylhydrazonopropanal derivatives with two molar ratio of ammonium acetate afforded a library of tetrasubstituted 2,3,6,7,9-pentaazabicyclo[3.3.1]nona- 3,7-diene derivatives in good to excellent isolated yields. The reaction was activated with triethylamine catalyst under three different heating modes: thermal, ultrasonic and microwave irradiating conditions in ethanol solvent. The structures of the isolated products were fully characterized by spectral and analytical data as well as X-ray single crystal of selected examples.

Keywords: 3-oxo-2-arylhydrazono-propanals; Bicyclo[3.3.1]nonadienes; catalysis; microwave; ultrasound.

MeSH terms

Aldehydes / chemistry*
Catalysis
Microwaves*
Molecular Structure
Ultrasonic Waves*

Substances

Aldehydes
propionaldehyde

Grants and funding

grant number SC07/13/College of Graduate Studies, Kuwait University