2017
DOI: 10.1002/ejic.201700209
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A Straightforward Synthesis of 1,2‐Azaphosphindoles

Abstract: Treatment of ortho‐(diphenylphosphanyl)phenyl nitriles with an excess of lithium at room temperature in THF gives 1,2‐azaphosphindolides, which can react with RX (benzyl bromide, 1‐bromopropane, and 1,2‐dibromoethane) to form 2H‐1,2‐azaphosphindoles and give the aromatic 1H‐1,2‐azaphosphindoles upon protonation.

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Cited by 9 publications
(7 citation statements)
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“…Recently, Duan and Matthey and our group have reported the synthesis of the first phosphines bearing isocyanide substituents potentially suitable for the preparation of chelate complexes (compounds E and 1 in Chart ). Having demonstrated that isocyanide 1 readily inserts into Pd–C bonds to produce Pd­(II) imidoyl complexes, we decided to extend our studies toward the synthesis of new phosphinoferrocene–carbene complexes via reactions of Pd- 1 species with amine nucleophiles.…”
Section: Introductionmentioning
confidence: 99%
“…Recently, Duan and Matthey and our group have reported the synthesis of the first phosphines bearing isocyanide substituents potentially suitable for the preparation of chelate complexes (compounds E and 1 in Chart ). Having demonstrated that isocyanide 1 readily inserts into Pd–C bonds to produce Pd­(II) imidoyl complexes, we decided to extend our studies toward the synthesis of new phosphinoferrocene–carbene complexes via reactions of Pd- 1 species with amine nucleophiles.…”
Section: Introductionmentioning
confidence: 99%
“…The solvents were removed under reduced pressure to give a crude product which was purified by column chromatography on silica gel. 2-(diphenylphosphino) benzonitrile (S1) [6] 2-bromobenzonitrile (9.0 g, 49.7 mmol) was following the General Procedure A. The residue was purified by recrystallization from methanol to afford (10.0 g, 70 %) as a white solid.…”
Section: Procedures B For the Synthesis Of Compound 2a-2c 2g 2k 2hmentioning
confidence: 99%
“…1 H NMR (300 MHz, CDCl 3 ) δ 7.73-7.70 (m, 1 H), 7.50-7.26 (m, 12 H), 7.04-7.01 (m, 1 H); 31 P NMR (121 MHz,CDCl 3 ) δ -7.74. 2-(diphenylphosphino)-5-methylbenzonitrile (S2) [6] 2-bromo-5-methylbenzonitrile (2.6 g, 13.3 mmol) was following the General Procedure A. The residue was purified by recrystallization from methanol to afford (3.0 g, 75 %) as a white solid.…”
Section: Procedures B For the Synthesis Of Compound 2a-2c 2g 2k 2hmentioning
confidence: 99%
“…Among the pseudocapacitive electrode materials, Co(OH) 2 is very attractive due to its high theoretical specific capacitance (3470 F/g), low cost and well-defined electrochemical redox activity [15]. In the early times, Co(OH) 2 was mainly synthesized by traditional chemical precipitation method, which shows limited specific capacitance in a range of 200-341 F/g [16][17][18][19]. Later, Co(OH) 2 was electrochemically deposited on various substrate [20,16] or support material [21,22], but mainly resulting in micro-thin or nano-thin Co(OH) 2 films.…”
Section: Introductionmentioning
confidence: 99%