Rh(i)-catalyzed CO gas-free cyclohydrocarbonylation of alkynes with formaldehyde to α,β-butenolides

Abstract

The rhodium(I)-catalyzed reaction of alkynes with formaldehyde proceeds via the double incorporation of a carbonyl moiety from formaldehyde, resulting in a CO gas-free cyclohydrocarbonylation leading to alpha,beta-butenolides.

Transition metals in organic synthesis: Highlights for the year 2005

“…Rhodium catalyzed a cyclocarbonylation of alkynes forming butenolides using methanal as the CO source (Eq. (204)) [1027]. Rhodium catalyzed a [2 + 2 + 2 + 1]cycloaddition of enediynes in the presence of a silane and carbon monoxide (Eq.…”

Mononuclear and Heterodinuclear Metal Complexes of Nonsymmetric Ditertiary Phosphanes Derived from R2PCH2OH

“…[12][13][14] Furthermore, a related C 3 backbone diphosphane structurally comparable to dppp, is the bulky CH 3 ), 5c: Pd, R = C 6 H 5 , 5d: Pd, R = C 6 H 4 (4-CH 3 )]. In contrast, bridge cleavage of the dimers {RuCl 2 (η 6 -p-cym)} 2 or {IrCl 2 (η 5 -Cp*)} 2 with 3a gave the κ 1 -P-monodentate complexes RuCl 2 (η 6 -p-cym)(3a) (6) and IrCl 2 (η 5 -Cp*)(3a) (7), respectively, in which the -PAd group is noncoordinating.…”

Coordination Studies of a New Nonsymmetric Ditertiary Phosphane Bearing a Single Phosphaadamantane Cage

“…[2][3][4][5]9] The tetraphenyl-substituted phosphane (Ph 2 PCH 2 ) 2 N(R), closely related to the three-carbon spacer (Ph 2 PCH 2 ) 2 CH 2 [1,3-bis(diphenylphosphanyl)propane, dppp], has been widely utilised in several metal-catalysed reactions. [10][11][12] Phosphaadamantane ligands containing one or more trioxa-or carbon-only-based cages have been shown to eral drops of CH 3 2 Cl 2 have been elucidated by single-crystal X-ray crystallography. The X-ray structures of 10·CH 2 Cl 2 · 0.5C 4 H 10 O and 13·2CH 2 Cl 2 demonstrate how nonsymmetric ditertiary phosphane complexes bearing one pendant phosphaadamantane moiety can be used as metalloligands in the controlled syntheses of novel bi-and trimetallic complexes.…”