Chemistry:Bathocuproine
From HandWiki
Bathocuproine is an organic compound with the formula (C
6H
5)
2(CH
3)
2C
12H
4N
2. It is related to 1,10-phenanthroline by the placement of two methyl groups and two phenyl groups in the 2,9 and 4,7 positions, respectively. Like 1,10-phenanthroline, bathocuproine is a bidentate chelating ligand. The two methyl groups flank the nitrogen centers, such that bathocuproine is a bulky ligand. It forms a monomeric 1:1 complex with nickel(II) chloride, whereas the less bulky parent phenanthroline forms a 2:1 complex.[1]
This compound was first prepared by Case and Brennan in the early 1950s [2][3] is a pale yellow solid that is soluble in polar organic solvents.[4]
References
- ↑ Powers, David C.; Anderson, Bryce L.; Nocera, Daniel G. (2013). "Two-Electron HCl to H2 Photocycle Promoted by Ni(II) Polypyridyl Halide Complexes". Journal of the American Chemical Society 135 (50): 18876–18883. doi:10.1021/ja408787k. PMID 24245545.
- ↑ Case, Francis H.; Brennan, James A. (June 1954). "Substituted 1,10-Phenanthrolines. VII. Synthesis of Certain Phenanthrolines for Use in the Detection of Cu(I) 1". The Journal of Organic Chemistry 19 (6): 919–922. doi:10.1021/jo01371a007.
- ↑ Diehl, Harvey; Smith, George Frederick (1972). The Copper Reagents: Cuproine, Neocuproine, Bathocuproine. (2nd ed.). Columbus, Ohio: G. Frederick Smith Chemical Company. p. 26. https://info.gfschemicals.com/hubfs/Copper%20Reagents.pdf. Retrieved 1 January 2023.
- ↑ Guosheng Liu, Yichen, Wu (2012). "Encyclopedia of Reagents for Organic Synthesis". eEROS. doi:10.1002/047084289X.rn01392. ISBN 978-0471936237.
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