Isomerization of the bicyclo[5.1.0]octadienyl anion

H. Kloosterziel; E. Zwanenburg

doi:10.1002/recl.19690881203

Isomerization of the bicyclo[5.1.0]octadienyl anion

H. Kloosterziel
, E. Zwanenburg

Chemical Engineering and Chemistry

Onderzoeksoutput: Bijdrage aan tijdschrift › Tijdschriftartikel › Academic › peer review

22 Citaten (Scopus)

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NMR spectroscopy has revealed that the bicyclo[5.1.0]octadienyl anion (I) isomerizes by opening of the three-membered ring and a 1,2 shift of h to the 1,6-methanoheptatrienyl anion. The symmetry-forbidden electrocyclic ring opening of I to the cyclooctatrienyl anion (II) does not occur. Expts. with cycloocta-1,3,5-triene showed that II is unstable relative to disproportionation into cyclooctatriene and cyclooctatetraenyl dianion. [on SciFinder (R)]

Originele taal-2	Engels
Pagina's (van-tot)	1373-1376
Tijdschrift	Recueil des Travaux Chimiques des Pays-Bas
Volume	88
Nummer van het tijdschrift	12
DOI's	https://doi.org/10.1002/recl.19690881203
Status	Gepubliceerd - 1969

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10.1002/recl.19690881203

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@article{7aede60a69ba40919daea645e2a2fdd1,

title = "Isomerization of the bicyclo[5.1.0]octadienyl anion",

abstract = "NMR spectroscopy has revealed that the bicyclo[5.1.0]octadienyl anion (I) isomerizes by opening of the three-membered ring and a 1,2 shift of h to the 1,6-methanoheptatrienyl anion. The symmetry-forbidden electrocyclic ring opening of I to the cyclooctatrienyl anion (II) does not occur. Expts. with cycloocta-1,3,5-triene showed that II is unstable relative to disproportionation into cyclooctatriene and cyclooctatetraenyl dianion. [on SciFinder (R)]",

author = "H. Kloosterziel and E. Zwanenburg",

year = "1969",

doi = "10.1002/recl.19690881203",

language = "English",

volume = "88",

pages = "1373--1376",

journal = "Recueil des Travaux Chimiques des Pays-Bas",

issn = "0165-0513",

publisher = "Royal Netherlands Chemical Society",

number = "12",

}

TY - JOUR

T1 - Isomerization of the bicyclo[5.1.0]octadienyl anion

AU - Kloosterziel, H.

AU - Zwanenburg, E.

PY - 1969

Y1 - 1969

N2 - NMR spectroscopy has revealed that the bicyclo[5.1.0]octadienyl anion (I) isomerizes by opening of the three-membered ring and a 1,2 shift of h to the 1,6-methanoheptatrienyl anion. The symmetry-forbidden electrocyclic ring opening of I to the cyclooctatrienyl anion (II) does not occur. Expts. with cycloocta-1,3,5-triene showed that II is unstable relative to disproportionation into cyclooctatriene and cyclooctatetraenyl dianion. [on SciFinder (R)]

AB - NMR spectroscopy has revealed that the bicyclo[5.1.0]octadienyl anion (I) isomerizes by opening of the three-membered ring and a 1,2 shift of h to the 1,6-methanoheptatrienyl anion. The symmetry-forbidden electrocyclic ring opening of I to the cyclooctatrienyl anion (II) does not occur. Expts. with cycloocta-1,3,5-triene showed that II is unstable relative to disproportionation into cyclooctatriene and cyclooctatetraenyl dianion. [on SciFinder (R)]

U2 - 10.1002/recl.19690881203

DO - 10.1002/recl.19690881203

M3 - Article

SN - 0165-0513

VL - 88

SP - 1373

EP - 1376

JO - Recueil des Travaux Chimiques des Pays-Bas

JF - Recueil des Travaux Chimiques des Pays-Bas

IS - 12

ER -

Isomerization of the bicyclo[5.1.0]octadienyl anion

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