51134-69-1Relevant academic research and scientific papers
Wide bite angle diphosphine rhodium complexes: Synthesis, structure, and catalytic 1,4-addition of arylboronic acids to enones
Morgan, Brad P.,Smith, Rhett C.
, p. 11 - 16 (2008/03/14)
A rhodium complex [ClRh(CO)(L1)] featuring a wide bite angle diphosphine ligand (L1 = 1,3-bis(2-diphenylphosphinomethylphenyl)benzene) has been synthesized and structurally characterized. L1 supports a bite angle (P-M-P angle, β) of 171.4° in the trans-square planar complex. L1 was tested in Rh-catalyzed 1,4-addition reactions of arylboronic acids (six examples) to α,β-unsaturated ketones (five examples). In mixed aqueous/cyclohexane solution at 60 °C, addition reactions proceed in up to quantitative yield with a 1:1 arylboronic acid/enone ratio. Yields as high as 77% can be acquired even when one of the coupling partners is sterically encumbered 2,4,6-trimethylphenylboronic acid.
SYNTHESIS OF JUVABIONE ANALOGUES
Mane, Ramchandra B.,Desai, Uday V.,Hebbalkar, Geeta D.
, p. 646 - 657 (2007/10/02)
Alkylation of various β-ketoesters IIIa-d with bis(p-methoxycarbonylphenyl)bromomethane (II) and bis(p-chlorophenyl)bromomethane (VI) followed by cleavage of ethoxycarbonyl group or hydrolysis and esterification gave methoxycarbonylphenyl and chlorophenyl analogues of ar-juvabione, respectively.Condensation of bis(p-methoxycarbonylphenyl)methanol (IX) with isovaleryl and trichloroacetyl chloride gave isovalerate X and trichloroacetate XI, respectively, while the condensation of bis(p-chlorophenyl)methanol (XII) with isovaleryl chloride and citronellyl bromide yieldedisovalerate XIII and citronellyl ether XIV, respectively.The methoxycarbonylation of aryl-alkyl ketones XVa-d with oxalyl chloride and treatment with methanol furnished various ar-juvabione analogues XVIa-d.The compounds Vb, Vc, Vd, XVIb, and XVIc showed high activity against Dysdercus koenigii at 1μg concentration.
