527673-01-4Relevant articles and documents
Naphtholactame as a ligand
Limmert, Michael,Lorenz, Ingo-Peter,Neubauer, Juergen,Schulz, Axel,Piotrowski, Holger
, p. 223 - 231 (2003)
Deprotonation of the fluorophore N-Benz[cd]indol-2(1H)-on (= naphtholactame) with NaN(SiMe3)2 yields the naphtholactamate 1, which is subsequently reacted with the chloro complexes [Ph3PAuCl] and [(Ph3P)2PtCl2]. The mono- and disubstitution products [Ph3PAu(C11H6NO)] (2), [(Ph3P)2PtCl(C11H6NO)] (3) and [(Ph3P)2Pt(C11H6NO)2] (4) with one (2, 3) or two (4) metal-N-bonds respectively, were isolated. Substitution of chloride in the phosphanes Ph3-nPCln with 1 leads to the naphtholactamato-N-phosphane derivatives Ph3-nP(C11H6NO)n (n = 3 (5), 2 (6), 1 (7)). 7, which is particularly sensitive towards air oxygen, is readily oxidized to give the corresponding phosphane oxide Ph2P(O)(C11H6NO) (8). The ligating properties of 5 and 7 have been examined. In a two-step reaction HAuCl4, C4H8S (= THT) and 7 yield the phosphane complex [{Ph2(C11H6NO)P} AuCl] (9). Photolytic activation of W(CO)6 in THF and subsequent addition of 5 or 7 surprisingly leads to the tetracarbonyl complexes [(CO)4W{P(C11H6NO)2(C 11H6NO)}] (10) and [(CO)4W {PPh2(C11H6N0)}] (11), respectively. Both exhibit a bidentate P,O-bound naphtholactamatophosphane ligand. The compounds have been characterized by their IR-, NMR- and Mass spectra, compound 11 additionally by a single crystal structure analysis. Theoretical studies on PM3-level for 5, including a structure optimization and as well as an NBO analysis, have been carried out.