2005
DOI: 10.1021/jo0509206
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Abstract: [reaction: see text] Rare-earth silylamides, Ln[N(SiMe3)2]3 (Ln = Y, La, Sm), catalyzed regio- and stereoselective dimerization of terminal alkynes in the presence of amine additives to give conjugated enynes in high yields. The additives played a crucial role to depress the oligomerization and to control the regio- and stereochemistry of the dimerization. Thus, the selectivity for (Z)-head-to-head enynes was increased in the order of tertiary < secondary < primary amine additives. On the other hand, the rever… Show more

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Cited by 101 publications
(43 citation statements)
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“…Phosphanide complexes of d 0 metals (alkali and alkaline earth metals as well as elements of the Sc and Ti groups in their maximal oxidation states) are gaining on importance as catalysts in ethylene [1][2][3] and lactide polymerization [4] and hydrophosphanylation reactions [5][6][7]. Coordination compounds of s-block metals exhibit mainly heteropolar M-P bonds (Lewis acid-base interactions between the cation and the phosphanide anion), whereas compounds of isoelectronic Sc and Y often show unusual coordination spheres.…”
mentioning
confidence: 99%
“…Phosphanide complexes of d 0 metals (alkali and alkaline earth metals as well as elements of the Sc and Ti groups in their maximal oxidation states) are gaining on importance as catalysts in ethylene [1][2][3] and lactide polymerization [4] and hydrophosphanylation reactions [5][6][7]. Coordination compounds of s-block metals exhibit mainly heteropolar M-P bonds (Lewis acid-base interactions between the cation and the phosphanide anion), whereas compounds of isoelectronic Sc and Y often show unusual coordination spheres.…”
mentioning
confidence: 99%
“…Compound 6a: brown powder; 1 H NMR (400 MHz, CDCl 3 ) δ 6.46−6.48 (1H, m), 6.58−6.62 (1H, m), 6.82−6.86 (2H, m), 7.02− 7.03 (2H, m), 7.10−7.11 (3H, m), 7.40−7.47 (8H, m), 7.58−7.70 (14H, m), 8.05 (1H, m); 13 C NMR (100 MHz, CDCl 3 ) δ 117. 5, 118.4, 118.7, 119.6, 127.1, 127.3, 127.6, 127.8, 127.9, 128.8, 129.3, 129.5, 130.3, 130.4, 130.8, 133.7, 133.8, 134.0, 134.1, 134.8, 135.5, 136.0, 138.0, 139.1, 141.7, 141.8, 145.5, 145.6, 146.8, 146.9; 31 General Procedure for Dimerization of Phenylacetylene by (η 5 -C 5 H 7 )(PPh 3 ) 2 RuCl.…”
Section: ■ Conclusionmentioning
confidence: 99%
“…The structures of E-8 and E-9 are disordered over two positions around the alkene and alkyne bridging units. The known butenynes Z-8, [22] Z-10 [22] and Z-11 [23] were the exclusive dimerisation products resulting from the reac- When the reactions are monitored by 31 P{ 1 H} and 1 H NMR spectroscopy, it can be seen that, initially, there is rapid formation of [trans-Ru(CϵCR) 2 (dmpe) 2 ], and the bis-(acetylido) complexes may be isolated at this stage if required. With continued heating, the terminal alkyne is consumed completely, and the predominant phosphorus-containing species displays 31 P{ 1 H} and 1 H NMR resonances consistent with butenynylruthenium complexes.…”
Section: Alkyne Dimerisationmentioning
confidence: 99%