Chemistry:Naphthalocyanine

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Naphthalocyanine
Naphthalocyanine.svg
Naphthalocyanine AFM.jpg
Schematic and AFM image
Names
IUPAC name
21H,23H-Tetranaphtho[2′,3′:2,3;2′′,3′′:7,8;2′′′,3′′′:12,13;2′′′ ′,3′′′ ′:17,18]porphyrin
Systematic IUPAC name
[11(2)Z,13(8)Z,33(4)Z,7(81)Z]-12H,52H-2,4,6,8-Tetraaza-1,3,5,7(1,3)-tetrakis(benzo[f]isoindola)cyclooctaphane-11(2),13(8),33(4),7(81)-tetraene
Other names
Tetrabenzo[g]quinoxalino-2,3-porphyrazine
Identifiers
3D model (JSmol)
ChemSpider
Properties
C48H26N8
Molar mass 714.792 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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Naphthalocyanine is a cross-shaped organic molecule consisting of 48 carbon, 8 nitrogen and 26 hydrogen atoms, it is a derivative of phthalocyanine. IBM Research labs used it for developing single-molecule logic switches[1] and visualizing charge distribution in a single molecule.[2][3]

Naphthalocyanine derivatives have a potential use in photodynamic cancer treatment.[4]

References

  1. Liljeroth, P.; Repp, J.; Meyer, G. (2007). "Current-Induced Hydrogen Tautomerization and Conductance Switching of Naphthalocyanine Molecules". Science 317 (5842): 1203–1206. doi:10.1126/science.1144366. PMID 17761878. Bibcode2007Sci...317.1203L. 
  2. Mohn, F.; Gross, L.; Moll, N.; Meyer, G. (2012). "Imaging the charge distribution within a single molecule". Nature Nanotechnology 7 (4): 227–231. doi:10.1038/NNANO.2012.20. PMID 22367099. Bibcode2012NatNa...7..227M. 
  3. "Scientists image the charge distribution within a single molecule for the first time". Physorg.com. 2012-02-27. http://www.physorg.com/news/2012-02-scientists-image-molecule.html. 
  4. Shopova, M.; Woehrle, D.; Mantareva, V.; Mueller, S. (1999). "Naphthalocyanine Complexes as Potential Photosensitizers for Photodynamic Therapy of Tumors". Journal of Biomedical Optics 4 (3): 276–85. doi:10.1117/1.429930. PMID 23015248. 

External links