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Laterally stretched polycyclic aromatic hydrocarbons: synthesis of dibenzophenanthroheptaphene and tetrabenzotriphenylenopyranthrene derivatives

  • Alameddine, Bassam Department of Mathematics and Natural Sciences, Gulf University for Science and Technology, Kuwait
  • Anju, Rajamohanan Sobhana Department of Mathematics and Natural Sciences, Gulf University for Science and Technology, Kuwait
  • Shetty, Suchetha Department of Mathematics and Natural Sciences, Gulf University for Science and Technology, Kuwait
  • Baig, Noorullah Department of Mathematics and Natural Sciences, Gulf University for Science and Technology, Kuwait
  • Al-Sagheer, Fakhreia Chemistry Department, University of Kuwait, Safat, Kuwait
  • Al-Mousawi, Saleh Chemistry Department, University of Kuwait, Safat, Kuwait
  • Jenny, Titus A. University of Fribourg, Switzerland
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    26.06.2017
Published in:
  • New Journal of Chemistry. - 2017, vol. 41, no. 13, p. 6025–6032
English Efficient methods for the synthesis of dibenzophenanthroheptaphene (DBPH) and tetrabenzotriphenylenopyranthrene (TBTP) were developed. As a result, a series of unprecedented derivatives of DBPH (1a–c) and TBTP (2a–b) were conventionally obtained from the Scholl cyclodehydrogenation reaction of their respective tribenzopentaphene synthons. An alternative convergent synthesis of DBPH is also shown herein. The novel compounds were fully characterized by high-resolution matrix-assisted laser desorption ionization time of flight mass spectrometry (HR-MALDI-TOF-MS), nuclear magnetic resonance (NMR), UV-Vis absorption and emission spectroscopy. In addition, density functional calculations were carried out to gain insight into the structure and electronic properties of these novel molecules, which corroborates the experimental observations.
Faculty
Faculté des sciences et de médecine
Department
Département de Chimie
Language
  • English
Classification
Chemistry
License
License undefined
Identifiers
Persistent URL
https://folia.unifr.ch/unifr/documents/306024
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