4314-94-7Relevant articles and documents
METHOD FOR PRODUCING 14 GROUP METAL LITHIUM COMPOUND
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Paragraph 0063, (2016/10/31)
PROBLEM TO BE SOLVED: To provide a method for quantitatively producing a group 14 metal lithium compound under a mild condition. SOLUTION: The method for producing a group 14 metal lithium compound represented by formula (4): R4-nMLin comprises reacting a compound represented by formula (1): R4-nMXn and lithium in the presence of a polycyclic aromatic compound represented by formula (2) or formula (3). [In formula (1) and formula (2), R is a hydrocarbon group; M is a metal atom selected from Si, Ge and Sn; X is a halogen atom or R3M- (R and M are the same as mentioned above); and n is 1 or 2] and [R1 is H or a hydrocarbon group; and m is an integer of 0 to 5.] SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
On the solution behaviour of benzyllithium·(-)-sparteine adducts and related lithium organyls - A case study on applying 7Li, 15N{1H} HMQC and further NMR methods, including some investigation into asymmetric synthesis
Casimiro, Maria,Ona-Burgos, Pascual,Meyer, Jens,Styra, Steffen,Kuzu, Istemi,Breher, Frank,Fernandez, Ignacio
, p. 691 - 701 (2013/02/23)
2D 7Li,15N heteronuclear shift correlation through scalar coupling has successfully been applied to several lithium organyls consisting of polydentate N ligands such as N,N,N,N-tetramethylethylenediamine (tmeda), N,N,N,N,N′-pentamethyldiethylentriamine (pmdta) and (-)-sparteine. Structural insights on the conformation of benzyllithium× pmdta (5) in a toluene solution and the strength of ion pairing in combination with PGSE NMR measurements, 1H,1H-NOESY and 1H,7Li-HOESY experiments are presented. By studying in detail the formation of 5 in solution, a transient species has been observed for the first time and assigned to a pre-complex of nBuLi and pmdta. In addition, the solution behaviour of the complex formed between benzyllithium and (-)-sparteine (8) has been studied by PGSE and multinuclear NMR spectroscopy. The straightforward synthesis and first applications in asymmetric lithiations are also reported, which show that the new system benzyllithium×(-)- sparteine (8) provide poorer enantioselective induction than the classical nBuLi×(-)-sparteine (6). The results were supported by deprotonation experiments confirming that the formation of 8 relies on two relevant factors, namely temperature and lithiating reagent. The existence of 8 may thus interfere with the asymmetric induction when the system nBuLi× (-)-sparteine is used in the enantioselective deprotonations of N-Boc-N-(p-methoxyphenyl)- benzylamine conducted in toluene. To pair or not to pair: 2D 7Li,15N heteronuclear shift correlation has been applied to several lithiumorganyls consisting of polydentate N ligands such as N,N,N,N-tetramethylethylenediamine, N,N,N,N,N′- pentamethyldiethylentriamine and (-)-sparteine. In combination with other spectroscopic techniques, details on the formation of the lithiumorganyl- polyamine adducts the strength of ion pairing in solution have been explored (see figure). Copyright
Sila-Reichstoffe und Riechstoffisostere XII. Geruchsvergleiche homologer Organoelementverbindungen der vierten Hauptgruppe (C, Si, Ge, Sn)
Wannagat, Ulrich,Damrath, Volker,Huch, Volker,Veith, Michael,Harder, Ulrich
, p. 153 - 165 (2007/10/02)
Homologous compounds of the linalool type R(CH3)2El-OH (with R=C6H5CH2 and C6H5CH2CH2) as well as their derivatives R(CH3)2El-OCH3 and 2O show, in dependence of El=C, Si, Ge and Sn partly similar, but sometimes very different characteristics of odor.Unexpected are high qualities of fragrance with El=Ge, whereas derivatives with El=Sn remain scentless, obviously owing to polymerization.Noteworthy are the strong differences of odor in the system C6H5CH2El(CH3)3 from C via Si and Ge up to Sn, standing fully contrary to the postulation of Amoore whereupon smell qualities are only controlled by size and shape of molecules.C6H5CH2Sn(CH3)2OH(A1Sn) crystallizes as poly-μ-hydroxo-benzyldimethyltin with an one dimensional Sn-O-Sn-O chain (Sn-O 2.17(9) and 2.29(9) Angstroem) in the monoclinic space group C2 (a=12.696(4), b=4.181(2), c=10.626(3) Angstroem and β=106.8(3) deg).