Literature DB >> 17518498

Direct synthesis of magnesium porphine via 1-formyldipyrromethane.

Dilek Kiper Dogutan1, Marcin Ptaszek, Jonathan S Lindsey.   

Abstract

The reaction of 1-formyldipyrromethane (100 mM) in toluene at 115 degrees C containing DBU (10 mol equiv) and MgBr2 (3 mol equiv) in the presence of air affords the magnesium chelate Mg(II) porphine in 30-40% yield. The advantages of the new method include simplicity, high concentration, chromatography-free purification, gram-scale synthesis, and avoidance of the poorly soluble free base porphine. Mg(II) porphine exhibits good solubility in common organic solvents and is a valuable core scaffold for derivatization.

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Year:  2007        PMID: 17518498      PMCID: PMC2532508          DOI: 10.1021/jo070532z

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Porphyrin Synthesis in Surfactant Solution: Multicomponent Assembly in Micelles.

Authors:  Richard P. Bonar-Law
Journal:  J Org Chem       Date:  1996-05-31       Impact factor: 4.354

2.  Synthesis of mono- and disubstituted porphyrins: A- and 5,10-A2-type systems.

Authors:  Claudia Ryppa; Mathias O Senge; Sabine S Hatscher; Erich Kleinpeter; Philipp Wacker; Uwe Schilde; Arno Wiehe
Journal:  Chemistry       Date:  2005-05-20       Impact factor: 5.236

3.  Direct synthesis of palladium porphyrins from acyldipyrromethanes.

Authors:  Duddu S Sharada; Ana Z Muresan; Kannan Muthukumaran; Jonathan S Lindsey
Journal:  J Org Chem       Date:  2005-04-29       Impact factor: 4.354

4.  Synthesis of 1-formyldipyrromethanes.

Authors:  Marcin Ptaszek; Brian E McDowell; Jonathan S Lindsey
Journal:  J Org Chem       Date:  2006-05-26       Impact factor: 4.354

  4 in total
  4 in total

1.  Metalloporphines: Dimers and Trimers.

Authors:  Walter Jentzen; John A Shelnutt; W Robert Scheidt
Journal:  Inorg Chem       Date:  2016-06-08       Impact factor: 5.165

2.  Synthesis of porphyrins bearing 1-4 hydroxymethyl groups and other one-carbon oxygenic substituents in distinct patterns.

Authors:  Zhen Yao; Jayeeta Bhaumik; Savithri Dhanalekshmi; Marcin Ptaszek; Phillip A Rodriguez; Jonathan S Lindsey
Journal:  Tetrahedron       Date:  2007-10-22       Impact factor: 2.457

3.  Effects of Center Metals in Porphines on Nanomechanical Gas Sensing.

Authors:  Huynh Thien Ngo; Kosuke Minami; Gaku Imamura; Kota Shiba; Genki Yoshikawa
Journal:  Sensors (Basel)       Date:  2018-05-21       Impact factor: 3.576

4.  Evaluation of Ruthenium-Based Assemblies as Carriers of Photosensitizers to Treat Rheumatoid Arthritis by Photodynamic Therapy.

Authors:  Manuel Gallardo-Villagrán; Lucie Paulus; Jean-Louis Charissoux; Sylvain Sutour; Pascale Vergne-Salle; David Yannick Leger; Bertrand Liagre; Bruno Therrien
Journal:  Pharmaceutics       Date:  2021-12-07       Impact factor: 6.321

  4 in total

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