ChemInform Abstract: POLYFLUORBENZOCYCLENE 7. MITT. HALOGENIERUNG VON TETRAFLUORBENZONORBORNADIEN UND 7‐ISOPROPYLIDEN‐TETRAFLUORBENZONORBORNADIEN

Limasova, T. I.; Rumyantseva, A. G.; Kollegova, M. I.; Chernyakhovskaya, S. G.; Berus, E. I.; Barkhash, V. A.

doi:10.1002/chin.197131282

Chemischer Informationsdienst. Organische Chemie

1971

DOI: 10.1002/chin.197131282

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ChemInform Abstract: POLYFLUORBENZOCYCLENE 7. MITT. HALOGENIERUNG VON TETRAFLUORBENZONORBORNADIEN UND 7‐ISOPROPYLIDEN‐TETRAFLUORBENZONORBORNADIEN

T. I. Limasova¹,

A. G. Rumyantseva²,

M. I. Kollegova³

et al.

Abstract: Das Norbornadien (II) reagiert mit J Cl (in Eisessig bei 20°C) bzw. Jod (bei 100°C) zu den trans‐Dihalogenderivaten (I) (Ausbeute 33 bzw. 50%), mit BrF (in Di‐ äthyläther bei ‐70 bis 0°C) bzw. BrCl (in Chloroform bei 40°C) zu den Dihalogeniden (III) (80 bzw. 86%).

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“…1d,6 The bromination of benzonorbornadiene derivative 3 results in formation of the non-rearranged cis addition product 5. 7 The unusual behaviour of these compounds is associated with neighbouring group effects.…”

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confidence: 99%

Bromination of Isomeric 7,8-dibromobenzobicyclo[2.2.2]octa-2,5-dienes: Neighbouring Group Effect on Bromination

Daştan

2005

Journal of Chemical Research

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The bromination reactions of isomeric 7,8-dibromobenzobicyclo[2.2.2]octa-2,5-dienes were studied and the possible role of neighbouring groups in rearrangements was investigated. Bromination of endo-cis dibromide 9 gives only the rearranged product 14 while the reaction of the exo-cis-dibromide 11 under the same conditions gives only non-rearranged products 15, 16 and 19. The possible role of substituents in the rearrangements was discussed.

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confidence: 99%

Bromination of Isomeric 7,8-dibromobenzobicyclo[2.2.2]octa-2,5-dienes: Neighbouring Group Effect on Bromination

Daştan

2005

Journal of Chemical Research

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ChemInform Abstract: POLYFLUORBENZOCYCLENE 7. MITT. HALOGENIERUNG VON TETRAFLUORBENZONORBORNADIEN UND 7‐ISOPROPYLIDEN‐TETRAFLUORBENZONORBORNADIEN

Abstract: Das Norbornadien (II) reagiert mit J Cl (in Eisessig bei 20°C) bzw. Jod (bei 100°C) zu den trans‐Dihalogenderivaten (I) (Ausbeute 33 bzw. 50%), mit BrF (in Di‐ äthyläther bei ‐70 bis 0°C) bzw. BrCl (in Chloroform bei 40°C) zu den Dihalogeniden (III) (80 bzw. 86%).

Cited by 1 publication

References 0 publications

Bromination of Isomeric 7,8-dibromobenzobicyclo[2.2.2]octa-2,5-dienes: Neighbouring Group Effect on Bromination

Bromination of Isomeric 7,8-dibromobenzobicyclo[2.2.2]octa-2,5-dienes: Neighbouring Group Effect on Bromination

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