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85173597969
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38
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85173589095
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21,40 With alkylidene 2, elevated temperatures resulted in the increased conversion of 10a to 10b, and 65°C was eventually chosen as the optimal temperature for all RCM reactions with 2.
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39
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85173595364
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85173598307
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2) is the active catalytic species in RCM of dienes which contain only mono- and gem-disubstituted olefins. It is formed through reaction of the starting alkyhdene with one molecule of substrate. After this, the methylidene is the propagating species for the remainder of the catalytic cycles.
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44
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note
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Although the mechanism presented explains the formation of 19c (Scheme 4), there are two other obvious means by which 19c could be formed from 19a. If the alkylidene initiates at the conjugated terminal olefin, the only possible RCM product is 19c. Additionally, it is possible that cyclopentene 19b is formed initially and undergoes subsequent reaction to produce the thermodynamically more stable cyclohexene 19c. However, in NMR experiments formation of 19b is not observed.
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