Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes

H. J. Heeres, A. Heeres, J. H. Teuben

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

The lanthanide alkyls Cp 2 *LnCH(SiMe 3 ) 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* 2 LnCH 2 C≡CR compounds and free CH 2 (SiMe 3 ) 2 . © 1990, American Chemical Society. All rights reserved.
Original languageEnglish
Pages (from-to)1508-1510
Number of pages3
JournalOrganometallics
Volume9
Issue number5
DOIs
Publication statusPublished - 1990

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Lanthanoid Series Elements
Alkynes
alkynes
methylidyne
catalysts
Catalysts

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Heeres, H. J. ; Heeres, A. ; Teuben, J. H. / Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes. In: Organometallics. 1990 ; Vol. 9, No. 5. pp. 1508-1510.
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abstract = "The lanthanide alkyls Cp 2 *LnCH(SiMe 3 ) 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* 2 LnCH 2 C≡CR compounds and free CH 2 (SiMe 3 ) 2 . {\circledC} 1990, American Chemical Society. All rights reserved.",
author = "Heeres, {H. J.} and A. Heeres and Teuben, {J. H.}",
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Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes. / Heeres, H. J.; Heeres, A.; Teuben, J. H.

In: Organometallics, Vol. 9, No. 5, 1990, p. 1508-1510.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes

AU - Heeres, H. J.

AU - Heeres, A.

AU - Teuben, J. H.

PY - 1990

Y1 - 1990

N2 - The lanthanide alkyls Cp 2 *LnCH(SiMe 3 ) 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* 2 LnCH 2 C≡CR compounds and free CH 2 (SiMe 3 ) 2 . © 1990, American Chemical Society. All rights reserved.

AB - The lanthanide alkyls Cp 2 *LnCH(SiMe 3 ) 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* 2 LnCH 2 C≡CR compounds and free CH 2 (SiMe 3 ) 2 . © 1990, American Chemical Society. All rights reserved.

U2 - 10.1021/om00119a023

DO - 10.1021/om00119a023

M3 - Article

VL - 9

SP - 1508

EP - 1510

JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 5

ER -