scholarly journals Studies on organic fluorine compounds. XXX. Ring opening reaction of acetoxydifluorocyclopropanes with various nucleophiles.

1979 ◽  
Vol 27 (12) ◽  
pp. 3123-3129 ◽  
Author(s):  
YOSHIRO KOBAYASHI ◽  
TAKEO TAGUCHI ◽  
MIDORI MAMADA ◽  
HIROKO SHIMIZU ◽  
HAJIME MUROHASHI
Keyword(s):  
Ring Opening ◽  
Ring Opening Reaction ◽  
Fluorine Compounds ◽  
Organic Fluorine

scholarly journals Studies on organic fluorine compounds. XXXXVIII. Synthesis of fluoroolefins by the ring-opening reaction of gem-difluorocyclopropane derivatives.

1985 ◽  
pp. 2177-2184 ◽  
Author(s):  
Takeo TAGUCHI ◽  
Tsutomu MOROKAWA ◽  
Tomoyuki TAKIGAWA ◽  
Atsuko YOSHIZAWA ◽  
Yumiko TAWARA ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ring Opening Reaction ◽  
Fluorine Compounds ◽  
Organic Fluorine

Studies on organic fluorine compounds. 38. Ring-opening reactions of gem-difluorocyclopropyl ketones with nucleophiles

1982 ◽  
Vol 47 (17) ◽  
pp. 3232-3236 ◽  
Author(s):  
Yoshiro Kobayashi ◽  
Takeo Taguchi ◽  
Tsutomu Morikawa ◽  
Toyohiko Takase ◽  
Hiroshi Takanashi
Keyword(s):  
Ring Opening ◽  
Ring Opening Reactions ◽  
Fluorine Compounds ◽  
Organic Fluorine

On the Conrotatory Ring Opening of 3-Carbomethoxycyclobutene Vis-À-Vis 3-Carbomethoxy-1,2-Benzocyclobutene and the Predominant Inward Opening of 3-Dimethylaminocarbonyl-1,2-Benzocyclobutene

2018 ◽  
Author(s):  
Veejendra Yadav ◽  
Dasari L V K Prasad ◽  
Arpita Yadav ◽  
Maddali L N Rao
Keyword(s):  
Transition State ◽  
Ring Opening ◽  
Electron Process ◽  
Ring Opening Reaction ◽  
Stable Species ◽  
Electron Event

<p>The torquoselectivity of conrotatory ring opening of 3-carbomethoxycyclobutene is controlled by p<sub>C1C2</sub>→s*<sub>C3C4</sub> and s<sub>C3C4</sub>→p*<sub>CO</sub> interactions in the transition state in a 4-electron process as opposed to only s<sub>C3C4</sub>→p*<sub>CO</sub> interaction in an apparently 8-electron event in 3-carbomethoxy-1,2-benzocyclobutene. The ring opening of 3-carbomethoxy-1,2-benzocyclobutene is sufficiently endothermic. We therefore argue that the reverse ring closing reaction is faster than the forward ring opening reaction and, thus, it establishes an equilibrium between the two and subsequently allows formation of the more stable species <i>via</i> outward ring opening reaction. Application of this argument to 3-dimethylaminocarbonyl-1,2-benzocyclobutene explains the predominantly observed inward opening.</p>

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