A concise synthesis of 2-diarylphosphino-2′-methoxy-1,1′-binaphthalenes (MOPs) by simple resolution

A General and Facile Approach for the Synthesis of 2′‐Functionalized 1,1′‐Binapthyl‐2‐ols

“…According to the reported procedure, 11,12 we used Et 2 O as solvent in the reductive ring-opening reaction. However, binaphthofuran (1) was not consumed completely, even when the reaction time was prolonged.…”

“…As the temperature was increased to -15 ℃, the yield was increased to 53% (Table 1, Entries 8, 9). Higher temperature resulted in low yield, and large excess of ICl is unnecessary in improving the yield (Table 1, Entries 11,12).…”

A General Synthetic Route to Dibenzospiropyrans and Dinaphthospiropyrans from Dibenzofuran and Dinaphthofuran

“…The C,O-dilithiated intermediate 2, prepared by C-O bond cleavage of dibenzofuran or dinaphthofuran with lithium (2.2 equiv) in diethyl ether, [8][9][10][11][12][13] reacted with 1,3,3trimethylindolin-2-one or different coumarin derivatives (0.8 equiv) at -78°C to afford, after hydrolysis and dehydration, the expected dibenzospiropyrans and dinaphthospiropyrans 3, 4 (Scheme 2 and Table 1). Such cyclization reactions of dianions have been widely used in organic synthesis.…”

Conversion of Dibenzoxaphosphinines into 2‐Hydroxybiphenyl‐2′‐ylphosphane Ligands and Their BH3 Adducts: The O–Hδ+···Hδ––B Hydrogen–Hydrogen Bond

“…For the synthesis of 2-hydroxybiarylylphosphanes three routes have been established: (i) the monophosphinoylation of BINOL triflates with diorganophosphane oxides followed by hydrolysis and reduction of the phosphinoyl group, usually used for axial chiral derivatives, [3,4] (ii) ether cleavage of dibenzo-or dinaphthofuran with lithium in THF and coupling with chlorodiorganophosphanes, [5][6][7] (iii) reaction of chlorodibenzoxaphosphinine 1 Cl with excess Grignard reagent. [9,10] In a patent, coupling of 1 Cl with organolithium compounds has been claimed.…”

“…We observed blockage of the hydrogenation activity of Rh complexes under mild conditions but tolerance and high-yielding Rh-catalysed hydroformylation of vinyl and allyl acetate under pressure and at an elevated temperature. [5] The OH group has also been used to couple biarylylphosphane ligands to soluble polymer supports to provide efficient palladium catalysts for the Suzuki-Miyaura coupling of aryl chlorides, [6] to resolve racemic 2-hydroxybinaphthylylphosphanes by column chromatography of diastereoisomeric O-camphorsulfonates [7] and to synthesize asymmetric O-camphanoyl derivatives, which, after enantiomer separation by crystallization, allowed Rh-catalysed hydrogenation of N-(1-phenylvinyl)acetamide with excellent yields and moderate ees. [8] Coupling with chlorodibenzoxaphosphorinane gave a biphenylylphosphanylphosphinite ligand that formed a stable P,P-chelate PtCl 2 complex.…”