Selective reductions of conjugated acetylenes with magnesium in methanol and methanol-D

Structural analogues of schweinfurthin F: Probing the steric, electronic, and hydrophobic properties of the D-ring substructure

“…For example, hydrogenation of the known stilbene 43 14 over Pd/C gave the fully saturated analogue 44 , and MOM hydrolysis provided the desired analogue 13 (Scheme 6). Alternatively, selective reduction of the stilbene moiety in the presence of the isoprenoid olefins 23 was accomplished via reaction of compounds 43 and 45 with Mg and NH 4 Cl in methanol. Standard deprotection of the products 46 and 47 provided analogues 14 and 15 .…”

Synthesis and spectroscopy of anthracene-containing linear and ‘T’-shaped π-conjugated ligands

“…4) rather than before the Wittig reaction as for A1L. Initially, this reduction was attempted by dissolving a precursor to A1L, A1PhBr, 9-[2-(4-bromo-phenyl)-vinyl]-anthracene, in a mixture of methanol and diethyl ether followed by addition of magnesium turnings [6]. As the magnesium dissolved, liberating hydrogen gas, the colour of the initially yellow/fluorescent green solution diminished in intensity to be colourless after 30-60 min.…”

“…The rearranged structure was confirmed by X-ray crystallographic analysis of a Ru(dppm)Cl complex, A2*L[Ru]. This complex was prepared in two steps by first forming the vinylidene species by addition of A2*L to a solution of NaPF 6 and Ru(dppm) 2 Cl 2 in DCM. This complex was then deprotonated with DBU (1,8-diazabicyclo [5.4.0]undec-7-ene) to yield the desired acetylide complex [7].…”

Palladium/Carbon Catalyzed Hydrogen Transfer Reactions using Magnesium/Water as Hydrogen Donor

“…Mg (OMe) 2 + H 2 There after its use has been expanded not only to the selective reduction of various functional groups, but also to the reduction of conjugated double and triple bonds tethered to diverse functional groups such as esters [6], nitriles [7], amides [8] and aromatics [9] to the corresponding saturated analogs. Mg/MeOH has been demonstrated as a convenient single electron transfer reagent for a number of reductive reactions [10].…”