Nuclear magnetic resonance spectra of organogermanium compounds. Part 4. Nuclear magnetic resonance spectra and molecular mechanics calculations of germacyclohexane, methylgermacyclohexanes, and dimethylgermacyclohexanes

1988 ◽  
pp. 7 ◽  
Author(s):  
Yoshito Takeuchi ◽  
Masakatsu Shimoda ◽  
Katsumi Tanaka ◽  
Shuji Tomoda ◽  
Keiichiro Ogawa ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Molecular Mechanics ◽  
Molecular Mechanics Calculations ◽  
Organogermanium Compounds ◽  
Nuclear Magnetic Resonance Spectra ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

Straining strained molecules. III. The spectral and mutagenic properties and an alternate synthesis of diaceperylene and dicyclopenta[1,2,3-cd:1′,2′,3′-lm]perylene

1992 ◽  
Vol 70 (4) ◽  
pp. 1015-1021 ◽  
Author(s):  
Reginald H. Mitchell ◽  
Mahima Chaudhary ◽  
Richard Vaughan Williams ◽  
Robert Fyles ◽  
Jack Gibson ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Molecular Mechanics ◽  
Reduction Potential ◽  
Molecular Mechanics Calculations ◽  
Strained Molecules ◽  
Multistep Synthesis ◽  
Nuclear Magnetic Resonance Spectra ◽  
Alternate Synthesis ◽  
Magnetic Resonance Spectra

The synthesis of diaceperylene (1) from 5,6-dilithioacenaphthene via nickel or cobalt catalysed couplings proceeded in better yield than a multistep synthesis involving formation of 5,5′-diacenaphthene first. Dehydrogenation of 1 to dicyclopenta[1,2,3-cd:1′,2′,3′-lm]perylene (2) proved a better route than coupling of 5,6-disubstituted acenaphthylene derivatives. Ultraviolet, proton, and carbon nuclear magnetic resonance spectra and electrode reduction potential data of 1 and 2 are discussed with respect to molecular mechanics calculations of strain in these and related bridged naphthalenes. Both 1 and 2 were found to be weakly mutagenic in an Ames microsome test, in contrast to cyclopenta[cd]pyrene.

Sign in / Sign up

Export Citation Format

Share Document