Dergiler / Turkish Journal of Chemistry / 2021 / Cilt: 45 - Sayı: 1

Synthesis of 7,12-bis(4-(di(1H-pyrrol-2-yl)methyl)phenyl)benzo[k]fluoranthene from a new dialdehyde as a novel fluorometric bis-Dipyrromethane derivative

Sayfa
42–49
Yayın Tarihi
2022-11-01
DOI
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⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

The newly synthesized product with desirable UV spectroscopic and fluorometric properties has the potential to be applied as a part of bisporphyrins or it can be used for other purposes in future studies.

📌 3 Maddede Bu Makale

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Amaç & Hipotez:Dipyrromethanes are useful mediator structures which can be used as a part of other molecules such as bis-porphyrins and their derivations.
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Temel Bulgular & Veri:This study presents the synthesis of a new bisdipyrromethane, 7,12-bis(4-(di(1H-pyrrol-2-yl)methyl)phenyl)benzo[k]fluoranthene, using the Lewis acid catalyzed reaction between a new dialdehyde and pyrrole at room temperature.
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Sonuç & Katkı:The newly synthesized product with desirable UV spectroscopic and fluorometric properties has the potential to be applied as a part of bisporphyrins or it can be used for other purposes in future studies.
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Alan Parametreleri

Abstract

Dipyrromethanes are useful mediator structures which can be used as a part of other molecules such as bis-porphyrins and their derivations. Various methods have been developed for their synthesis. This study presents the synthesis of a new bisdipyrromethane, 7,12-bis(4-(di(1H-pyrrol-2-yl)methyl)phenyl)benzo[k]fluoranthene, using the Lewis acid catalyzed reaction between a new dialdehyde and pyrrole at room temperature. The UV spectroscopic and fluorometric properties of the final product and precursors were determined. The newly synthesized product with desirable UV spectroscopic and fluorometric properties has the potential to be applied as a part of bisporphyrins or it can be used for other purposes in future studies.

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Bu Makaleye Atıf Yap

HEMMATI, S., RANJBARI, F., RASHIDI, M. R. (2022). Synthesis of 7,12-bis(4-(di(1H-pyrrol-2-yl)methyl)phenyl)benzo[k]fluoranthene from a new dialdehyde as a novel fluorometric bis-Dipyrromethane derivative. Turkish Journal of Chemistry, Cilt: 45 - Sayı: 1, 42–49. https://ajindex.com/articles/602277

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Kaynakça (14)

  1. Gryko DT, Gryko D, Lee, Chang-H. 5-Substituted dipyrranes: synthesis and reactivity. Chemical Society Reviews 2012; 41 (10): 3780- 3789
  2. Lee, Chang-H, Lindsey JS. One-flask synthesis of meso-substituted dipyrromethanes and their application in the synthesis of transsubstituted porphyrin building blocks. Tetrahedron 1994; 50 (39): 11427-11440
  3. Zaidi SHH, Fico RM, Lindsey JS. Investigation of streamlined syntheses of porphyrins bearing distinct meso substituents. Organic Process Research & Development 2006; 10 (1): 118-134
  4. Gryko DT, Clausen C, Lindsey J S, Thiol-derivatized porphyrins for attachment to electroactive surfaces. The Journal of Organic Chemistry 1999; 64 (23): 8635-8647
  5. Awuah SG, You Y. Boron dipyrromethene (BODIPY)-based photosensitizers for photodynamic therapy. Rsc Advances 2012; 2 (30): 11169-11183
  6. Galangau O, Dumas-Verdes C, Méallet-Renault R, Clavier G. Rational design of visible and NIR distyryl-BODIPY dyes from a novel fluorinated platform. Organic & biomolecular chemistry 2010: 8 (20): 4546-4553
  7. Josefsen LB, Boyle RW. Unique diagnostic and therapeutic roles of porphyrins and phthalocyanines in photodynamic therapy, imaging and theranostics. Theranostics 2012; 2 (9): 916
  8. Kursunlu AN, Guler E, Ucan HI, Boyle RW. A novel Bodipy-Dipyrrin fluorescent probe: Synthesis and recognition behaviour towards Fe (II) and Zn (II). Dyes and Pigments 2012; 94 (3): 496-502
  9. Ulrich G, Ziessel R, Harriman A. Die vielseitige Chemie von Bodipy‐Fluoreszenzfarbstoffen. Angewandte Chemie 2008; 120 (7): 1202- 1219 (in German)
  10. Boens N, Leen V, Dehaen W. Erratum: Fluorescent indicators based on BODIPY (Chemical Society Reviews (2012) 41 (1130-1172). Chemical Society Reviews 2012; 41 (24): 8212
  11. Ulrich G, Ziessel R, Harriman A. The chemistry of fluorescent bodipy dyes: versatility unsurpassed. Angewandte Chemie International Edition 2008; 47 (7): 1184-1201
  12. Lindsey JS. Synthetic routes to meso-patterned porphyrins. Accounts of Chemical Research 2009; 43 (2): 300-311
  13. Beyzavi MH, Lentz D, Reissig HU, Wiehe A. Synthesis of functionalized, sterically congested calix [4] phyrin macrocycles using donor– acceptor‐substituted cyclopropanes–first example of a mono‐meso‐spirolactone incorporated into a calix [4] phyrin. European Journal of Organic Chemistry 2013; 2013 (2): 269-282
  14. Dudicˇ M, Lhota P, Lang K, Stibor I. Synthesis of novel porphyrin-based biscalix [4] arenes. Tetrahedron letters 1999; 40 (32): 5949-5952. 15.