ORGANOLANTHANIDE-CATALYZED CYCLODIMERIZATIONS OF DISUBSTITUTED ALKYNES

被引：88

作者：

HEERES, HJ ^{[1
]}

HEERES, A ^{[1
]}

TEUBEN, JH ^{[1
]}

机构：

[1] UNIV GRONINGEN,DEPT CHEM,GRONINGEN CTR CATALYSIS & SYNTH,NIJENBORGH 16,9747 AG GRONINGEN,NETHERLANDS

来源：

ORGANOMETALLICS | 1990年 / 9卷 / 05期

关键词：

D O I：

10.1021/om00119a023

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The lanthanide alkyls Cp2*LnCH(SiMe3)2 (Ln = La, Ce) are efficient catalysts for the cyclodimerization of 2-alkynes MeC≡CR (R = Me, Et, n-Pr) to 1,2-disubstituted 3-alkylidenecyclobutenes. The first step in the reaction is a propargylic metalation of the α-methyl group, giving Cp*2LnCH2C≡CR compounds and free CH2(SiMe3)2. © 1990, American Chemical Society. All rights reserved.

引用

页码：1508 / 1510

页数：3

共 20 条

[1] Bruzzone M., 1985, FUNDAMENTAL TECHNOLO, P387
[2] CYCLOBUTANE COMPOUNDS .5. LONG-RANGE SPIN COUPLING IN CYCLOBUTYL SYSTEM
BUTLER, PE
GRIESBAU.K
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (05) : 1956 - &
[3] SYNTHESIS OF MONOMERIC PERMETHYLYTTROCENE DERIVATIVES - THE CRYSTAL-STRUCTURES OF ETA-5-C5H5YN(SIME3)2 AND ETA-5-C5H5YCH(SIME3)2
DENHAAN, KH
DEBOER, JL
TEUBEN, JH
SPEK, AL
KOJICPRODIC, B
HAYS, GR
HUIS, R
[J]. ORGANOMETALLICS, 1986, 5 (08) : 1726 - 1733
[4] THE ORGANOMETALLIC CHEMISTRY OF THE LANTHANIDE ELEMENTS IN LOW OXIDATION-STATES
EVANS, WJ
[J]. POLYHEDRON, 1987, 6 (05) : 803 - 835
[5] EVANS WJ, 1985, ADV ORGANOMET CHEM, V24, P131
[6] ORGANOLANTHANIDE AND ORGANOYTTRIUM HYDRIDE CHEMISTRY .5. IMPROVED SYNTHESIS OF [(C5H4R)2YH(THF)]2 COMPLEXES AND THEIR REACTIVITY WITH ALKENES, ALKYNES, 1,2-PROPADIENE, NITRILES, AND PYRIDINE, INCLUDING STRUCTURAL CHARACTERIZATION OF AN ALKYLIDENEAMIDO PRODUCT
EVANS, WJ
MEADOWS, JH
HUNTER, WE
ATWOOD, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (05) : 1291 - 1300
[7] NOVEL CYCLODIMERIZATION AND CYCLOTRIMERIZATION OF 3-HEXYNE BY CATIONIC NICKEL HYDRIDE COMPLEX
INOUE, Y
ITOH, Y
HASHIMOTO, H
[J]. CHEMISTRY LETTERS, 1978, (08) : 911 - 912
[8] HIGHLY REACTIVE ORGANOLANTHANIDES - SYSTEMATIC ROUTES TO AND OLEFIN CHEMISTRY OF EARLY AND LATE BIS(PENTAMETHYLCYCLOPENTADIENYL) 4F HYDROCARBYL AND HYDRIDE COMPLEXES
JESKE, G
LAUKE, H
MAUERMANN, H
SWEPSTON, PN
SCHUMANN, H
MARKS, TJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (26) : 8091 - 8103
[9] KLEIN J, 1978, CHEM CARBON CARBON 1, P343
[10] KLEIN J, 1978, TETRAHEDRON, V28, P5385

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