Organolanthanide-Catalyzed Cyclodimerizations of Disubstituted Alkynes

H.J. Heeres; Andre Heeres; J.H. Teuben

doi:10.1021/om00119a023

Organolanthanide-Catalyzed Cyclodimerizations of Disubstituted Alkynes

H.J. Heeres, Andre Heeres, J.H. Teuben

Stratingh Institute for Chemistry

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Abstract

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.

Original language	English
Pages (from-to)	1508-1510
Number of pages	3
Journal	Organometallics
Volume	9
Issue number	5
DOIs	https://doi.org/10.1021/om00119a023
Publication status	Published - May-1990

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title = "Organolanthanide-Catalyzed Cyclodimerizations of Disubstituted Alkynes",

abstract = "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.",

author = "H.J. Heeres and Andre Heeres and J.H. Teuben",

note = "Relation: http://www.rug.nl/scheikunde/ date_submitted:2005 Rights: University of Groningen. Stratingh Institute",

year = "1990",

month = may,

doi = "10.1021/om00119a023",

language = "English",

volume = "9",

pages = "1508--1510",

journal = "Organometallics",

issn = "0276-7333",

publisher = "AMER CHEMICAL SOC INC",

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TY - JOUR

T1 - Organolanthanide-Catalyzed Cyclodimerizations of Disubstituted Alkynes

AU - Heeres, H.J.

AU - Heeres, Andre

AU - Teuben, J.H.

N1 - Relation: http://www.rug.nl/scheikunde/ date_submitted:2005 Rights: University of Groningen. Stratingh Institute

PY - 1990/5

Y1 - 1990/5

N2 - 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.

AB - 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.

U2 - 10.1021/om00119a023

DO - 10.1021/om00119a023

M3 - Article

SN - 0276-7333

VL - 9

SP - 1508

EP - 1510

JO - Organometallics

JF - Organometallics

IS - 5

ER -

Organolanthanide-Catalyzed Cyclodimerizations of Disubstituted Alkynes

Abstract

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