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Topic: Chirality of Allenes  (Read 2048 times)

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Offline AlphaScent

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Chirality of Allenes
« on: April 23, 2014, 06:51:48 PM »
Archer posted a paper in another topic and I started to read.  It says racemic-1,2-cyclononadiene.  Can someone point me to a good place to read about chirality of allenes?
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Offline AlphaScent

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Re: Chirality of Allenes
« Reply #1 on: April 23, 2014, 06:53:33 PM »
Heres a the first paragraph...

At room temperature, 1,2-~cyclononadiene (1)['] will more
or less keep indefinitely. Its dimerisation takes place only at
about 130°C[2]. In this process, the racemic mixture affords
the 1,2-bis(methylene)cyclobutane derivatives cis-2, trans-2,
and 3 in the ratio of 5:10:1, whereas nonracemic 1 gives rise
predominantly to cis-2r3I



Where 1 is 1,2-cyclononadiene..
If you're not part of the solution, then you're part of the precipitate

Offline Archer

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Re: Chirality of Allenes
« Reply #2 on: April 23, 2014, 07:00:20 PM »
I don't have a good resource at present but the allenes are axially chiral so if you look down the axis it is similar to binaphthyl compounds.

https://www2.chemistry.msu.edu/courses/cem958/FS04_SS05%5CPredeus-seminar.pdf

Actually this is not bad
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Offline AlphaScent

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Re: Chirality of Allenes
« Reply #3 on: April 23, 2014, 07:02:01 PM »
Yes, they are.  As soon as I googled and started to read this.  Axial chirality made perfect sense.  Not completely familiar with this concept.  Bout to do me some learning....

Cheers,

Archer

https://www2.chemistry.msu.edu/courses/cem958/FS04_SS05%5CPredeus-seminar.pdf
If you're not part of the solution, then you're part of the precipitate

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