Simple synthetic routes to ruthenium–indenylidene olefin metathesis catalysts

Abstract

An efficient synthetic protocol involving reactions between the free carbene and [RuCl(2)(PPh(3))(2)(Ind)] followed by addition of pyridine leads to the isolation of olefin metathesis active [RuCl(2)(L)(Py)(Ind)] (L = SIMes and SIPr) complexes. This novel approach circumvents the use of costly tricyclohexylphosphine.

From Olefin Metathesis Catalyst to Alcohol Racemization Catalyst in One Step

“…Therefore to unambiguously confirm the identity of the new ruthenium product formed, single crystals suitable for X-ray diffraction studies were grown by slow diffusion of a CH 2 Cl 2 /MeOH (1:10) solution at room temperature ( Figure 2). [3] X-ray analysis of 3 confirms an unusual and unexpected transformation in which M 10 is involved in alcohol oxidation and subsequent formation of a new ruthenium complex, wherein the indenylidene moiety rearranges into a h 5coordinated indenyl in [RuCl(PPh 3 )(h 5 -3-phenylindenyl)] (3). Comparing 3 to its ruthenium indenyl congener [RuCl-(PPh 3 ) 2 (h 5 -C 9 H 7 )], [8] highlights that 3 has a smaller P-Ru-P bond angle (96.49(4)8 for 3 versus 99.205(18)8 for indenyl), presumably a result of the steric hindrance of the phenyl substituent on the indenyl.…”

“…The well-defined and easily accessed [RuCl 2 (PPh 3 ) 2 (3phenylindenylidene)] (M 10 ; Figure 1) complex [3] is not efficient in olefin metathesis itself, but is an important synthon used in the preparation of a number of classes of rutheniumbased olefin metathesis catalysts. [4] Although slightly stable in solution under anaerobic and anhydrous conditions, M 10 exhibits rapid decomposition in the presence of alcohols.…”

Continuous Flow Metathesis for Direct Valorization of Food Waste: An Example of Cocoa Butter Triglyceride

“…There is a straightforward procedure to synthesize these catalysts, making them relatively inexpensive compared with other congeners. 60 , 61 …”

On the isomerization of a trans-dichloro to a cis-dichloro amide-chelated ruthenium benzylidene complex and the catalytic scope of these species in olefin metathesis

“…Umicore M2 and Umicore M31 were received from Umicore AG [32,33]. Propylamine, 2-bromobenzoyl chloride, 4-(dimethylamino)pyridine, 2,4,6-trivinylcyclotriboroxane-pyridine complex, and Pd(PPh 3 ) 4 were purchased from Aldrich and were used as received.…”