Standard Article

Dichloro[[2-(1-methylethoxy-O)phenyl]-methylene] (tricyclohexylphosphine) Ruthenium

  1. Steven B. Garber,
  2. Amir H. Hoveyda,
  3. R. Kashif M. Khan,
  4. Tyler J. Mann,
  5. Amir H. Hoveyda

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.rn00129.pub2

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Garber, S. B., Hoveyda, A. H., Khan, R. K. M., Mann, T. J. and Hoveyda, A. H. 2013. Dichloro[[2-(1-methylethoxy-O)phenyl]-methylene] (tricyclohexylphosphine) Ruthenium. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. Boston College, Chestnut Hill, MA, USA

Publication History

  1. Published Online: 16 SEP 2013

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

original image

[203714-71-0] C28H45Cl2OPRu (MW 600.61)

(well-defined, stable ruthenium carbene used as a recyclable olefin metathesis catalyst)

Physical Data: mp 200–201 °C.

Solubility: dichloromethane, chloroform, benzene, alcohols, and other organic solvents.

Form Supplied in: dark brown crystalline solid.

Analysis of Reagent Purity: carbene proton appears as a doublet (JPH = 4.4 Hz) by 1H NMR at 17.44 ppm.

Preparative Methods: prepared by the treatment of Cl2Ru(PPh3)3 with 2-isopropoxyphenyldiazomethane in dichloromethane at −78 °C for 10 min. The PPh3 ligand is readily exchanged upon treatment with 2.0 equiv of PCy3 in dichloromethane.

Purity: silica gel chromatography and recrystallization as thin needles by dissolution in warm hexanes and subsequent storage at 0 °C.

Handling, Storage, and Precautions: stable indefinitely in air as a solid; oxidation of the carbene unit occurs slowly (weeks or months) when dissolved in non-distilled, non-degassed solvents.

Featured Compounds

VIEW

  1. 1 - 106
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:600.61
Molecular Formula:C28H45Cl2OPRu
InChIKey:KMKCJXPECJFQPQ-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:84.933
Molecular Formula:CH2Cl2
InChIKey:YMWUJEATGCHHMB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:216.3187
Molecular Formula:C15H20O
InChIKey:MZCJUMZLSITODY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:188.2655
Molecular Formula:C13H16O
InChIKey:UBYHKDVMKZGYES-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:188.2655
Molecular Formula:C13H16O
InChIKey:QCMQAEJIVCGLCL-HWKANZROSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:162.2283
Molecular Formula:C11H14O
InChIKey:SXCKVSZTZAMSRS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:822.96
Molecular Formula:C43H72Cl2P2Ru
InChIKey:PNPBGYBHLCEVMK-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:146.1858
Molecular Formula:C10H10O
InChIKey:WQMKMOVWAJSEFA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:849.98
Molecular Formula:C46H66Cl2N2PRu
InChIKey:FJKOXZHUJROJPT-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:627.63
Molecular Formula:C31H39Cl2N2ORu
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:98.999
Molecular Formula:ClCu
InChIKey:OXBLHERUFWYNTN-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:342.905
Molecular Formula:C21H27ClN2
InChIKey:COGMCBFILULEOS-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:908.06
Molecular Formula:C49H72Cl2N2OPRu
InChIKey:PDYYGDPWQNUDBJ-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:112.212
Molecular Formula:C4H9KO
InChIKey:LPNYRYFBWFDTMA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:WYURNTSHIVDZCO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:YXFVVABEGXRONW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:119.378
Molecular Formula:CHCl3
InChIKey:HEDRZPFGACZZDS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:152.2334
Molecular Formula:C10H16O
InChIKey:ADWPUZCAYBVLAT-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:124.1803
Molecular Formula:C8H12O
InChIKey:AZLUBYUJWBZEFN-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:208.3398
Molecular Formula:C14H24O
InChIKey:GDQJLIUCCJHCAP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:180.2866
Molecular Formula:C12H20O
InChIKey:XETXZKBHEFDIDI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:140.2227
Molecular Formula:C9H16O
InChIKey:JSJQWMYANTYMRM-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:112.1696
Molecular Formula:C7H12O
InChIKey:LONAYYKXZPCZNH-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:56.0633
Molecular Formula:C3H4O
InChIKey:HGINCPLSRVDWNT-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:208.2536
Molecular Formula:C12H16O3
InChIKey:XTCMUJMATVNSJE-SNVBAGLBSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:100.1158
Molecular Formula:C5H8O2
InChIKey:JIGUQPWFLRLWPJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:280.3163
Molecular Formula:C15H20O5
InChIKey:NERRYECMFIEXIU-FVOPLDGLSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:240.2955
Molecular Formula:C13H20O4
InChIKey:RMEOYNNWUBQYHM-GHMZBOCLSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:53.0626
Molecular Formula:C3H3N
InChIKey:NLHHRLWOUZZQLW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:265.305
Molecular Formula:C14H19NO4
InChIKey:OGOUFXCLVCMPQP-JDEDCZITSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:182.2164
Molecular Formula:C10H14O3
InChIKey:HSOONMNVUKOHJZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:207.2258
Molecular Formula:C11H13NO3
InChIKey:BZZCWYMBHPKSDL-PLNGDYQASA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:569.689
Molecular Formula:C31H43N3O7
InChIKey:JVZOIBPRFRUCPQ-PZUNEJSGSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:541.6359
Molecular Formula:C29H39N3O7
InChIKey:ALEKATRSQILADP-JDYCLNNASA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:626.62
Molecular Formula:C31H38Cl2N2ORu
InChIKey:FEKMRRVLAVUUOX-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:176.985
Molecular Formula:C6H2Cl2O2
InChIKey:JCARTGJGWCGSSU-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:757.936
Molecular Formula:C38H55N5O9S
InChIKey:KUQWGLQLLVFLSM-ONAXAZCASA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:441.5
Molecular Formula:C22H23N3O5S
InChIKey:DWJUOKJIPVSUGT-MNEFBYGVSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:413.447
Molecular Formula:C20H19N3O5S
InChIKey:AVZGHUQGFFIAAX-COXVUDFISA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:540.631
Molecular Formula:C27H32N4O6S
InChIKey:BWYBBMQLUKXECQ-GIVPXCGWSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:408.6899
Molecular Formula:C24H44O3Si
InChIKey:JKLUQRKSQXKAAY-WZIRNPQZSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:380.6367
Molecular Formula:C22H40O3Si
InChIKey:STBXFELSXPQHOA-KNQPXKLPSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:98.959
Molecular Formula:C2H4Cl2
InChIKey:WSLDOOZREJYCGB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:848.97
Molecular Formula:C46H65Cl2N2PRu
InChIKey:SPXGRGLMCPQEMX-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:318.4504
Molecular Formula:C20H30O3
InChIKey:YPAYJFSZNKIHQZ-FPRUZAOXSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:452.624
Molecular Formula:C26H44O6
InChIKey:CQCWVLFAKBDZBV-VRZKMXGTSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:452.624
Molecular Formula:C26H44O6
InChIKey:MISJXKSYDAERFL-FOVXCFTISA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:78.1118
Molecular Formula:C6H6
InChIKey:UHOVQNZJYSORNB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:284.4342
Molecular Formula:C17H32O3
InChIKey:NLAYXWYCDWDTBF-QGZVFWFLSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:270.4076
Molecular Formula:C16H30O3
InChIKey:OEXPVULGTKWKEH-GDBMZVCRSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:212.33
Molecular Formula:C16H20
InChIKey:OYSBYYAHYVTEAL-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:212.33
Molecular Formula:C16H20
InChIKey:AQDQUKIIWBVKCY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:372.3719
Molecular Formula:C19H20N2O6
InChIKey:BFUJNOQTQVJFHD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:344.3187
Molecular Formula:C17H16N2O6
InChIKey:DWPUJJVZQUYTCV-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:506.4642
Molecular Formula:C25H22N4O8
InChIKey:PVYJZLYGTZKPJE-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:86.0892
Molecular Formula:C4H6O2
InChIKey:BAPJBEWLBFYGME-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:438.5974
Molecular Formula:C25H42O6
InChIKey:YSOZAHZPGSVKPC-ZTOMBSIKSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:700.8586
Molecular Formula:C38H56N2O10
InChIKey:CLWRMCXWXNPTOX-FYBFLNSHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:386.5674
Molecular Formula:C25H38O3
InChIKey:FDLCJXSJERRFQB-JBXUNAHCSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:620.8568
Molecular Formula:C36H60O8
InChIKey:MTBJXFNTXZMOHT-WFOPJROMSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:564.7105
Molecular Formula:C37H40O5
InChIKey:ADTMAXUMXUHSAE-GDWCTEMXSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:254.4513
Molecular Formula:C17H34O
InChIKey:JRGQCCLYNSITGX-KRWDZBQOSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:791.1086
Molecular Formula:C52H70O6
InChIKey:HEMSGLLDLSEIFC-RLOMUYOUSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:842.323
Molecular Formula:C50H99NO8
InChIKey:XFRPSTAXSQEEJA-YBXSCEJASA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:204.3834
Molecular Formula:C13H20Si
InChIKey:XDEXQEAHZXOOCK-GFCCVEGCSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:262.4195
Molecular Formula:C15H22O2Si
InChIKey:ZANIQUPKBACXJE-YLSINNKHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:419.5989
Molecular Formula:C28H37NO2
InChIKey:LQJSGWIWPHWYHP-BIHPQZBDSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:70.1329
Molecular Formula:C5H10
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:405.6154
Molecular Formula:C28H39NO
InChIKey:BSSPRCKKWJRAJZ-HUYHQSIPSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:142.218
Molecular Formula:C8H19Al
InChIKey:AZWXAPCAJCYGIA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:513.69
Molecular Formula:C32H35NO3S
InChIKey:BXQCJVGJRGUXIJ-NPAVWTOPSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:401.5836
Molecular Formula:C28H35NO
InChIKey:BWCQRIGHZTXFEA-ASUVLRANSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:261.4621
Molecular Formula:C16H36FN
InChIKey:FPGGTKZVZWFYPV-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:134.1751
Molecular Formula:C9H10O
InChIKey:MHHJQVRGRPHIMR-SECBINFHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:134.1751
Molecular Formula:C9H10O
InChIKey:MHHJQVRGRPHIMR-VIFPVBQESA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:130.1864
Molecular Formula:C10H10
InChIKey:QPQKDBYTARBUDX-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:264.3615
Molecular Formula:C19H20O
InChIKey:VJXPIJJBPPEVGI-VPHMPFFRSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:264.3615
Molecular Formula:C19H20O
InChIKey:VJXPIJJBPPEVGI-YSSXYYCGSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:184.2768
Molecular Formula:C14H16
InChIKey:VWQXFLSXYADAHG-LBPRGKRZSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:184.2768
Molecular Formula:C14H16
InChIKey:XEDCGWJSALWHEY-NSHDSACASA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:270.4522
Molecular Formula:C20H30
InChIKey:JWQVCYABIGUFIY-JENIJYKNSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:168.2328
Molecular Formula:C10H16O2
InChIKey:LHKNHGOTHJBYCG-VQHVLOKHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound

VIEW

  1. 1 - 106