Contraction of the six-membered alicyclic ring of perfluorinated ethyl- and diethyl-tetralins to five- and four-membered ones under the action of antimony pentafluoride

被引：8

作者：

Karpov, VM

Mezhenkova, TV

Platonov, VE

机构：

[1] Institute of Organic Chemistry

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1996年 / 77卷 / 01期

关键词：

alicycle contraction; perfluorinated ethyltetralins; perfluorinated diethyltetralins; antimony pentafluoride; NMR spectroscopy;

D O I：

10.1016/0022-1139(95)03383-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Interaction of perfluoro-1-ethyltetralin (2) with SbF5 leads to the formation of perfluorinated 5-ethyltetralin (5), 3-methyl-4-ethylindan (6) and 1,3,4-trimethylindan (4). Perfluoro-1,4-diethyltetralin (3) under the action of SbF5 gives perfluorinated 5,8-diethyltetralin (8), 1-methyl-4,7-diethylindan (9) and 1,1-dimethyl-3,6-diethylbenzocyclobutene (10).

引用

页码：101 / 103

页数：3

共 8 条

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Dielkus, S.
Drost, C.
Herbst-Irmer, R.
Klingebiel, U.
Pauer, F.
Organometallics, 1994, 13 (10)
[2] LOCALIZED MOLECULAR-ORBITAL STUDIES OF THREE-MEMBERED, FOUR-MEMBERED, FIVE-MEMBERED, AND SIX-MEMBERED RING MOLECULES AND IONS FORMED FROM SULFUR AND NITROGEN
BHATTACHARYYA, AA
BHATTACHARYYA, A
ADKINS, RR
TURNER, AG
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (25) : 7458 - 7465
[3] Synthesis of Polycyclic Arenes Composed of Four-, Five-, Six-, and Eight-Membered Rings via an Unexpected Four-Membered Ring Formation Reaction
Hirota, Soshi
Nakano, Sachiko
Sugiyama, Haruki
Segawa, Yasutomo
ORGANIC LETTERS, 2023, 25 (45) : 8062 - 8066
[4] Four-membered ring cleavage of perfluorinated benzocyclobutene and 1-methylbenzocyclobutene under the action of I2-SbF5
Mendeleev Commun, 2 (71):
[5] Four-membered ring cleavage of perfluorinated benzocyclobutene and 1-methylbenzocyclobutene under the action of I-2-SbF5
Karpov, VM
Mezhenkova, TV
Platonov, VE
MENDELEEV COMMUNICATIONS, 1997, (02) : 71 - 72
[6] From Ring-Expansion to Ring-Contraction: Synthesis of γ-Lactones from Cyclobutanols and Relative Stability of Five- and Six-Membered Endoperoxides toward Organic Bases
Jamey, Nicolas
Ferrie, Laurent
SYNTHESIS-STUTTGART, 2022, 54 (12): : 2816 - 2824
[7] Cyclic three-, four-, five-, and six-coordinate nitrogen-containing phosphorus compounds varying in ring size from five- to ten-membered. P-N donor action
Timosheva, NV
Chandrasekaran, A
Day, RO
Holmes, RR
INORGANIC CHEMISTRY, 1998, 37 (19) : 4945 - 4952
[8] Five- and six-coordinate ruthenium(II) complexes containing the bidentate phosphane (-)-N,N-bis(diphenylphosphanyl)-(S)-1-phenylethylamine [(S)peap]:: X-ray crystal structure of the first 16-electron ruthenium complex bearing a four-membered ring [RuCl{κ2-PP-(S)-peap}2][SbF6]•C2H4Cl2
Díez, J
Gamasa, MP
Gimeno, J
Rodríguez, Y
García-Granda, S
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (10) : 2078 - 2085

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