Nuclear magnetic resonance spectra and ligand substitution reactions of methylgold and trimethylgold complexes

1971 ◽  
Vol 93 (6) ◽  
pp. 1555-1557 ◽  
Author(s):  
Hubert Schmidbaur ◽  
Akinori Shiotani ◽  
Hans Friedrich Klein
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Ligand Substitution ◽  
Substitution Reactions ◽  
Nuclear Magnetic Resonance Spectra ◽  
Ligand Substitution Reactions ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

Pyrazolo[3,4-b]pyridines: Syntheses, reactions, and nuclear magnetic resonance spectra

1988 ◽  
Vol 66 (3) ◽  
pp. 420-428 ◽  
Author(s):  
Brian Maurice Lynch ◽  
Misbahul Ain Khan ◽  
Huk Chia Teo ◽  
Francisco Pedrotti
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Pyrazole Ring ◽  
Substitution Reactions ◽  
Nuclear Magnetic Resonance Spectra ◽  
Substituted Pyridines ◽  
Substituted Pyrazoles ◽  
Homolytic Substitution ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

Efficient syntheses of approximately 70 simple substituted representatives of pyrazolo[3,4-b]pyridine 1 are reported from the following: (a) suitably substituted pyridines onto which a pyrazole ring is annelated, and (b) appropriately substituted pyrazoles onto which a pyridine ring is annelated. Selected examples of electrophilic, nucleophilic, and homolytic substitution reactions and group transformations are described, providing regiosynthetic paths to useful intermediate species. Some systematic aspects of substituent chemical shift influences in the 1H and 13C nuclear magnetic resonance spectra, aiding in structural assignments, are illustrated.

The four trans chlorohydrins of 3-methoxycyclohexene

1967 ◽  
Vol 45 (17) ◽  
pp. 1906-1920 ◽  
Author(s):  
E. J. Langstaff ◽  
E. Hamanaka ◽  
G. A. Neville ◽  
R. Y. Moir
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Hydrogen Chloride ◽  
Substitution Reactions ◽  
Chemical Methods ◽  
Oxide Ring ◽  
Nuclear Magnetic Resonance Spectra ◽  
Close Parallel ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

trans-3-Methoxycyclohexene oxide (II), when treated with ethereal hydrogen chloride, gives the chlorohydrin dl-1α-chloro-2β-hydroxy-3α-methoxycyclohexane (IVa), and the cis oxide III gives dl-1β-chloro-2α-hydroxy-3α-methoxycyclohexane (Va). The point of scission of the oxide ring (remote from the methoxyl) is therefore the same as in other reactions observed by ourselves and others. The reaction of 3-methoxycyclohexene (I) with N-chlorosuccinimide and water at 100° gives three chlorohydrins: dl-1β-chloro-2α-hydroxy-3α-methoxycyclohexane (VI), dl-2β-chloro-1α-hydroxy-3α-methoxycyclohexane (VIa), and dl-2α-chloro-1β-hydroxy-3α-methoxycyclohexene (VIIa) (approximately in the ratio 10:38:50, respectively). Two of the chlorohydrins were solids, and the homogeneity of the liquid isomers was demonstrated in several ways. The structures were proven by the nuclear magnetic resonance spectra of the p-nitrobenzoates, and by chemical methods. The results are of considerable interest with regard to the theory of addition and substitution reactions. There is a close parallel with the results in the bromohydrin series.

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