12-12-2022-2024 - Naphthalocyanine

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]

 

Naphthalocyanine

Schematic and AFM image
Names
Preferred 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
CAS Number	23627-89-6
3D model (JSmol)	Interactive image
ChemSpider	4677874
PubChem CID	5748311
CompTox Dashboard (EPA)	DTXSID50905112
InChI
SMILES
Properties
Chemical formula	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).  verify (what is  ?) Infobox references

 References

Liljeroth, P.; Repp, J.; Meyer, G. (2007). "Current-Induced Hydrogen Tautomerization and Conductance Switching of Naphthalocyanine Molecules". Science. 317 (5842): 1203–1206. Bibcode:2007Sci...317.1203L. doi:10.1126/science.1144366. PMID 17761878.

Mohn, F.; Gross, L.; Moll, N.; Meyer, G. (2012). "Imaging the charge distribution within a single molecule". Nature Nanotechnology. 7 (4): 227–231. Bibcode:2012NatNa...7..227M. doi:10.1038/NNANO.2012.20. PMID 22367099.

"Scientists image the charge distribution within a single molecule for the first time". Physorg.com. 2012-02-27. Retrieved 2012-02-27.

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

• Timmer, J. (2007) Storing data in molecules: shifting atoms and flipping bits, ars technica online [accessed 8 September 2007]

 https://en.wikipedia.org/wiki/Naphthalocyanine