Standard Article

Radical Addition to Polyenes

Dienes and Polyenes (1997)

  1. H. Zipse

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0109

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Zipse, H. 2009. Radical Addition to Polyenes. Patai's Chemistry of Functional Groups. .

Author Information

  1. Technische Universität Berlin, Institut für Organische Chemie, Berlin, Germany

Publication History

  1. Published Online: 15 DEC 2009

Chemistry Terms

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Abstract

  • 1
    Introduction
  • 2
    Reactivity of Polyenes Towards Radicals
  • 3
    Reactivity of Polyenyl Radicals
  • 4
    Regioselectivity of Radical Addition Reactions to Polyenes
  • 5
    Regioselectivity in Reactions of Polyenyl Radicals
  • 6
    Non-Chain Radical Reactions—Oxidation as an Alternative Terminating Step
  • 7
    Acknowledgement

Keywords:

  • radical addition to polyenes;
  • polyene reactivity towards radicals;
  • polyenyl radical reactivity;
  • radical addition reaction to polyene regioselectivity;
  • polyenyl radical reaction regioselectivity;
  • allyl radical trapping with other open-shell species;
  • allyl radical dimerization;
  • non-chain radical reactions–oxidation as alternative terminating step

Featured Compounds

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  1. 1 - 51
Compound 3a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 3b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 4
Molecular Weight:249.2824
Molecular Formula:C14H17O4
InChIKey:ICZLTZWATFXDLP-UHFFFAOYSA-N
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Compound 5
Molecular Weight:348.3747
Molecular Formula:C22H21O2P
InChIKey:VFHVQBAGLAREND-UHFFFAOYSA-N
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Compound 6
Molecular Weight:201.181
Molecular Formula:C12H10OP
InChIKey:ASUOLLHGALPRFK-UHFFFAOYSA-N
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Compound 7
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 8
Molecular Weight:258.4415
Molecular Formula:C19H30
InChIKey:JAGKSNGHQNNWCG-FLOAGLGUSA-N
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Compound 10
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 12
Molecular Weight:246.3877
Molecular Formula:C17H26O
InChIKey:UJVBWBUDSBXXDB-RDNNDEIWSA-N
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Compound 13
Molecular Weight:258.4415
Molecular Formula:C19H30
InChIKey:UCFUXSJXLFUHMO-QFPPCTIUSA-N
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Compound 39
Molecular Weight:109.169
Molecular Formula:C6H5S
InChIKey:RMVRSNDYEFQCLF-UHFFFAOYSA-N
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Compound 15
Molecular Weight:229.723
Molecular Formula:C12H18ClO2
InChIKey:AIEJVZSLGRNHII-ONNLMXTPSA-N
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Compound 17
Molecular Weight:323.447
Molecular Formula:C19H31O4
InChIKey:GODSGLYRKNKFGI-BRSIODNASA-N
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Compound 19
Molecular Weight:217.3697
Molecular Formula:C16H25
InChIKey:IWPVOMXLXBUFTI-UHFFFAOYSA-N
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Compound 21
Molecular Weight:224.253
Molecular Formula:C12H16O4
InChIKey:MKQGEEGURBIKTF-AATRIKPKSA-N
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Compound 22
Molecular Weight:224.253
Molecular Formula:C12H16O4
InChIKey:NMRHBKYPQVGRNN-UHFFFAOYSA-N
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Compound 24
Molecular Weight:574.27
Molecular Formula:C30H31O4Sn
InChIKey:KAUGZTTWZVIXEW-OHIBMHTCSA-N
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Compound 26
Molecular Weight:230.731
Molecular Formula:C12H19ClO2
InChIKey:GTLFUQBCINZOSB-MFFLNWJUSA-N
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Compound 29
Molecular Weight:192.3296
Molecular Formula:C11H16OSi
InChIKey:AFFPCIMDERUIST-UHFFFAOYSA-N
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Compound 30
Molecular Weight:188.2225
Molecular Formula:C12H12O2
InChIKey:ZXFYKSFRHGKEQC-QHHAFSJGSA-N
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Compound 32
Molecular Weight:69.125
Molecular Formula:C5H9
InChIKey:QMMOXUPEWRXHJS-HWKANZROSA-N
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Compound 34
Molecular Weight:210.3987
Molecular Formula:C15H30
InChIKey:WNBDFALPKHFDJO-FNORWQNLSA-N
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Compound 35
Molecular Weight:210.3987
Molecular Formula:C15H30
InChIKey:MXGQDNWTJWKQDE-UHFFFAOYSA-N
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Compound 36
Molecular Weight:312.4443
Molecular Formula:C18H32O4
InChIKey:NYMWNYVEVVXEPS-AWNIVKPZSA-N
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Compound 37
Molecular Weight:164.267
Molecular Formula:C10H12S
InChIKey:UCHVNNPETVEJLQ-UHFFFAOYSA-N
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Compound 40
Molecular Weight:164.267
Molecular Formula:C10H12S
InChIKey:BNNLEMHAUPCSCL-NSCUHMNNSA-N
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Compound 41
Molecular Weight:323.447
Molecular Formula:C19H31O4
InChIKey:PNEVDCFBKGLUAD-DHZHZOJOSA-N
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Compound 42
Molecular Weight:356.4538
Molecular Formula:C19H32O6
InChIKey:DKSFBLRGPYJGME-VAWYXSNFSA-N
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Compound 43
Molecular Weight:217.35
Molecular Formula:C14H17S
InChIKey:CYEHVOFIFVAUSF-BWFNYKPYSA-N
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Compound 44
Molecular Weight:249.349
Molecular Formula:C14H17O2S
InChIKey:JZJULHWOOKQWNK-NRNOEJAFSA-N
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Compound 45
Molecular Weight:249.349
Molecular Formula:C14H17O2S
InChIKey:WXTJUWLOVHFLJQ-ZISRPPKGSA-N
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Compound 46
Molecular Weight:113.1345
Molecular Formula:C6H9O2
InChIKey:ZFDIRQKJPRINOQ-HWKANZROSA-N
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Compound 51
Molecular Weight:110.1537
Molecular Formula:C7H10O
InChIKey:RYERNMBUXSIYLX-SNAWJCMRSA-N
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Compound 52
Molecular Weight:110.1537
Molecular Formula:C7H10O
InChIKey:UECVNTQNUWIPFY-UHFFFAOYSA-N
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Compound 55
Molecular Weight:112.1265
Molecular Formula:C6H8O2
InChIKey:NUZVHQQEGICDQB-UHFFFAOYSA-N
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Compound 56
Molecular Weight:163.1733
Molecular Formula:C9H9NO2
InChIKey:MFJSLXCSPQUVAZ-UHFFFAOYSA-N
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Compound 57
Molecular Weight:217.2191
Molecular Formula:C9H15NO5
InChIKey:ISOLMABRZPQKOV-UHFFFAOYSA-N
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Compound 58
Molecular Weight:357.3988
Molecular Formula:C17H27NO7
InChIKey:LNPCZDLMRIHKJN-VAWYXSNFSA-N
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Compound 59
Molecular Weight:297.3468
Molecular Formula:C15H23NO5
InChIKey:KJNWKEPMJNJREX-PKNBQFBNSA-N
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Compound 60
Molecular Weight:269.2937
Molecular Formula:C13H19NO5
InChIKey:AYMDSHNJFNSOSZ-UHFFFAOYSA-N
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Compound 64
Molecular Weight:348.821
Molecular Formula:C19H21ClO4
InChIKey:QRFSNTJRTMAEJS-UHFFFAOYSA-N
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Compound 61
Molecular Weight:284.735
Molecular Formula:C14H17ClO4
InChIKey:KNUFXHRJTVSEPI-UHFFFAOYSA-N
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Compound 65
Molecular Weight:336.81
Molecular Formula:C18H21ClO4
InChIKey:GLDQVFNLIPZIEX-UHFFFAOYSA-N
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Compound 66
Molecular Weight:424.915
Molecular Formula:C22H29ClO6
InChIKey:INAANNDBVATHKV-UHFFFAOYSA-N
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Compound 67
Molecular Weight:146.1843
Molecular Formula:C7H14O3
InChIKey:RUMUVYHILIPQLB-UHFFFAOYSA-N
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Compound 68
Molecular Weight:129.1769
Molecular Formula:C7H13O2
InChIKey:NUKZAGXMHTUAFE-UHFFFAOYSA-N
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Compound 71
Molecular Weight:230.3437
Molecular Formula:C13H26O3
InChIKey:TZSWMPSQQZDZOY-UHFFFAOYSA-N
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Compound 72
Molecular Weight:267.3639
Molecular Formula:C15H25NO3
InChIKey:YSYLAMWGZBVLAF-BQYQJAHWSA-N
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Compound 73
Molecular Weight:267.3639
Molecular Formula:C15H25NO3
InChIKey:KFJHZDZLVOMVPO-UHFFFAOYSA-N
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Compound 75
Molecular Weight:229.2298
Molecular Formula:C10H15NO5
InChIKey:NJCHXEQBIFPEMQ-UHFFFAOYSA-N
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Compound 76
Molecular Weight:229.2298
Molecular Formula:C10H15NO5
InChIKey:CJFHRNXCQZCDKP-SNAWJCMRSA-N
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  1. 1 - 51