1, 2, 3-cyclohexatriene and cyclohexen-3-yne: two new highly strained C6H6 isomers

WC Shakespeare, RP Johnson

Index: Shakespeare, William C.; Johnson, Richard P. Journal of the American Chemical Society, 1990 , vol. 112, # 23 p. 8578 - 8579

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Citation Number: 66

Abstract

Qr 1 0 at 25 OC in the presence of diphenylisobenzofuran (DIBF) afforded crystalline adduct 6 in 24% yield after chromatography. The structure of 6 (C, symmetry) was confidently assigned from spectral data and DDQ oxidation to 7.9 Ample literature precedent supports the conclusion that 6 is formed from [2+ 41 cycloaddition of cumulene 1 at its most strained A Synthesis of conjugated enyne 2 (Scheme 11) follows a similar strategy in the final step. ...

 Related Synthetic Route
N/A Structure

130199-21-2

N/A

~%

9,10-dihydro-9,10-diphenyl-9,10-epoxyanthracene Structure

19061-38-2

9,10-dihydro-9,...

N/A Structure

130199-25-6

N/A

~%

9,10-dihydro-9,10-diphenyl-9,10-epoxyanthracene Structure

19061-38-2

9,10-dihydro-9,...

diphenylisobenzofuran Structure

5471-63-6

diphenylisobenz...

~%

9,10-dihydro-9,10-diphenyl-9,10-epoxyanthracene Structure

19061-38-2

9,10-dihydro-9,...

6-(trimethylsilyl)cyclohexa-1,5-dien-1-yl trifluoromethanesulfonate Structure

130199-20-1

6-(trimethylsil...

~%

cyclohexa-1,2,3-triene Structure

90866-90-3

cyclohexa-1,2,3...


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