Premium
Reactions of Furylruthenium Complexes with Oxygen and Trimethylsilyl Azide
Author(s) -
Chang KuHsien,
Sung HuiLing,
Lin YingChih
Publication year - 2006
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200500621
Subject(s) - chemistry , ruthenium , azide , ring (chemistry) , medicinal chemistry , trimethylsilyl , trimethylsilyl azide , hydrolysis , bond cleavage , cleavage (geology) , stereochemistry , catalysis , organic chemistry , fracture (geology) , engineering , geotechnical engineering
The reaction of the (α‐alkoxyfuryl)ruthenium complexes 4 with oxygen opens the five‐membered furyl ring to give the addition product [Ru]O 2 CCR=CHCO 2 CH 3 , ( 5 , [Ru] = Cp(PPh 3 ) 2 Ru). Further reactions of 5 with CH 3 I and with organic acid gave CH 3 O 2 CCR=CHCO 2 CH 3 , ( 6 ), and HO 2 CCR=CHCO 2 CH 3 , ( 7 ), respectively. The reaction of 4 with TMSN 3 [TMS = (CH 3 ) 3 Si] gives the ruthenium azide [Ru]–N 3 and α‐alkoxyfuran, which is readily hydrolyzed to lactone in acidic medium. Treatment of the cyclopropenylruthenium complex 11b containing a methyl crotonate group with TMSN 3 affords the five‐membered‐ring triazole and [Ru]–CN. In this reaction cleavage of the C=C double bond of the three‐membered ring could be caused by consecutive additions of TMSN 3 to olefinic carbon atoms of intermediates formed during the reaction.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom