STUDIES IN THE TRICYCLOOCTANE SERIES .I. DEHYDROHALOGENATION OF SOME BIS-HALOGENOCARBENE ADDUCTS OF CYCLOHEXADIENES

被引：25

作者：

BANWELL, MG ^{[1
]}

HALTON, B ^{[1
]}

机构：

[1] VICTORIA UNIV WELLINGTON,DEPT CHEM,WELLINGTON,NEW ZEALAND

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1979年 / 32卷 / 04期

关键词：

D O I：

10.1071/CH9790849

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction between 4, 4, 8, 8-tetrachloro-cis-transoid-cis-tricyclo[5, l, 0, 03, 5]octane (1d) and potassium t-butoxide leads to the (E)- and (Z)-β-t-butoxy-4-chlorostyrenes (8a, b). The epimeric 4, 4, 8-trichloro analogues (1e, f) behave similarly to give (E)-β-t-butoxystyrene (8c) as the sole isolable product in low yield. Under the same conditions the corresponding tri- and tetra-chloro-cis-transoid-cis-tricyclo[5, 1, 0, 02, 4]octanes (7d-f) yield complex product mixtures. Evidence is presented which suggests the non-involvement of halogenocyclooctatetraenes in these reactions. © 1979, CSIRO. All rights reserved.

引用

页码：849 / 858

页数：10

共 38 条

[1] PREPARATION AND RING FISSION OF SOME BENZOCYCLOBUTENE-1(2H)-ONE DERIVATIVES
AMUPITAN, JO
STANSFIE.F
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (16): : 1949 - 1951
[2] ARBUZOV BA, 1973, NOV KHIM KARBENOV MA, P194
[3] ARCT J, 1977, B ACAD POL SCI-CHIM, V25, P697
[4] STUDIES IN CYCLOPROPA-ARENE SERIES - APPROACHES TO CYCLOPROPA[A]-NAPHTHALENE
BANWELL, MG
BLATTNER, R
BROWNE, AR
CRAIG, JT
HALTON, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (19): : 2165 - 2168
[5] EFFECT OF RING SIZE ON THERMAL REARRANGEMENTS OF BICYCLO[N.1.0]ALKA-1,NORMAL-DIENES
BILLUPS, WE
BAKER, BA
CHOW, WY
LEAVELL, KH
LEWIS, ES
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (12) : 1702 - 1704
[6] ROTATIONAL-ISOMERISM OF BICYCLOPROPYL .3. NMR SPECTROSCOPIC INVESTIGATIONS OF 2 CONFORMATIONALLY RESTRICTED BICYCLOPROPYL DERIVATIVES
BRAUN, S
LUTTKE, W
[J]. CHEMISCHE BERICHTE-RECUEIL, 1976, 109 (01): : 320 - 328
[7] COMPETITIVE PATHWAYS IN DEHYDROCHLORINATION ROUTE TO CYCLOPROPA-ARENES
BROWNE, AR
HALTON, B
[J]. TETRAHEDRON, 1977, 33 (03) : 345 - 348
[8] BUDZIKIEWICZ H, 1967, MASS SPECTROMETRY OR, pCH6
[9] REDUCTIONS OF TETRAHALO-1,3,5,7-TETRAMETHYL-ANTI-TRICYCLO[5.1.0.03,5]OCTANE-2,6-DIONES.1,3,5,7-TETRAMETHYL-ANTI-TRICYCLO[5.1.0.03,5]OCTANE-2,6-DIONE
CHAPLEO, CB
DREIDING, AS
DYLLICKBRENZINGER, RA
OTH, JFM
[J]. HELVETICA CHIMICA ACTA, 1976, 59 (04) : 1311 - 1327
[10] CHAPLEO CB, 1977, HELV CHIM ACTA, V60, P1403

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