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[4+2] - cycloaddition of singlet oxygen to conjugated acyclic hexadienes : evidence of singlet oxygen induced cis ⇌ trans - isomerization

✍ Scribed by Klaus Gollnick; Axel Griesbeck

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
233 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

Addition of singlet oxygen to trans, trans-2,4-hexadiene lH-n.m.r.:6= 1.17 (d, 2CH3), 4.55 (q, tert.H), 5.74 (s, -CH=); 13 C-n. m. r. : 6 = 17.476 (q, CH3), 73.875 (d, tert. C), 128.879 (d, C=C). 8 1 z: colorless oil ; H-n.m. r. : s = 1.23 (t, 2 -CH2-CI13 , J = 6 Hz), 1.28 (d, 1 CH3 > J = 6 Hz), 1.50 (d, 1 CH3, J = 6 Hz), 4.1 (m, 2 -(X2-CH3), 5.38 (m, 2 tert. H), 5.73 (m, 2 olef. H). In a fixed conformation of z , the two ringmethyl groups assume different ( equatorial and axial) positions. The large difference of these two groups is even more striking in the 13 C-n. m, r. spectrum: s = 18.022 and 21.020 (q, 2 ring-CH3), 61.365 and 62.244 (d, 2 teri. C), 129.031 and

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