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• W2767901587 endingPage "1618" @default.
• W2767901587 startingPage "1606" @default.
• W2767901587 abstract "Abstract Several new ruthenium complexes supported by the P,N‐donor ligand 8‐(diphenylphosphino)quinoline (DPPQ) were synthesized, including [RuCl 2 (DPPQ) 2 ] ( 1 ), [Ru(μ‐Cl)(DPPQ) 2 ] 2 (BPh 4 ) 2 ( 2 ), and [RuCl(DPPQ) 2 Py](BF 4 ) ( 3 ). Complex 2 , with only 1 mol % loading, was found to be catalytically active for the endo cycloisomerization of various terminal alkynols to endo ‐cyclic enol ethers in moderate to excellent yields. In particular, the 7‐ and 8‐ endo heterocyclization can be achieved efficiently to give the seven‐membered 3‐benzoxepine and eight‐membered 3‐benzo[ d ]oxocine derivatives. The stoichiometric reactions of 2 with various alkynol substrates have been carried out to investigate the mechanism, which led to a series of seven‐, six‐, and five‐membered oxacyclocarbene ruthenium complexes including [RuCl(DPPQ) 2 {=CCH 2 C 6 H 4 CH 2 CH 2 O}](BPh 4 ) ( 12 ) and [RuCl(DPPQ) 2 {=CCH 2 (CH 2 ) n CH 2 O}](BPh 4 ) ( n =3, 12′ ; n =2, 13 ; n =1, 14 ). The quantitative transformation of oxacyclocarbene 12 into catalyst 2 and 3‐benzoxepine 5 a as well as the efficient catalytic activity of 12 for the endo ‐cyclization of 2‐(2‐ethynylphenyl)ethanol ( 4 a ) demonstrated that 12 is a key intermediate involved in the catalytic cycle. Moreover, comparative studies on the modeling reactions and catalytic activity of the series of oxacyclocarbene complexes indicated that the different catalytic activity of 2 for the endo ‐cycloisomerization of different types of alkynols can be related to the reactivity of the respective ruthenium oxacyclocarbene intermediates." @default.
• W2767901587 created "2017-11-17" @default.
• W2767901587 creator A5002673060 @default.
• W2767901587 creator A5050078481 @default.
• W2767901587 creator A5058307988 @default.
• W2767901587 creator A5084257844 @default.
• W2767901587 creator A5090752340 @default.
• W2767901587 date "2018-01-04" @default.
• W2767901587 modified "2023-10-16" @default.
• W2767901587 title "Efficient <i>endo</i> Cycloisomerization of Terminal Alkynols Catalyzed by a New Ruthenium Complex with 8-(Diphenylphosphino)quinoline Ligand and Mechanistic Investigation" @default.
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