Synthesis of a phosphine imide bearing a hydrosilane moiety, and its water-driven reduction to a phosphine

Kano, Naokazu; Yanaizumi, Kazuhide; Meng, Xiangtai; Havare, Nizam; Kawashima, Takayuki

doi:10.1039/c3cc43955k

Cited by 14 publications

(10 citation statements)

References 46 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In a similar manner, reduction of the P=N bond in the coordination sphere of pentacoordinate organosilane 13 was achieved . Treatment of 13 with water provided [2‐(diphenylphosphanyl)phenyl]diphenylsilanol ( 14 ), the product of reduction of the phosphine imide moiety (Scheme ).…”

Section: Hydrosilylations With Organosilicon(iv) Hydridesmentioning

confidence: 98%

See 1 more Smart Citation

Organosilicon and ‐germanium Hydrides in Catalyst‐Free Hydrometallation Reactions

Jambor

Lyčka

2017

Eur J Inorg Chem

View full text Add to dashboard Cite

Group 14 element hydrides in oxidation states +IV and +II can undergo hydroelementation reactions through addition of the E-H bonds to unsaturated bonds. The neutral group 14 element(IV) hydrides do not have suitable vacant valence orbitals and as a result are only poorly effective for the hydroelementation of unsaturated bonds without addition of any initiators; however, their low-valent analogues in oxidation

show abstract

Section: Hydrosilylations With Organosilicon(iv) Hydridesmentioning

confidence: 98%

“…Its facile reductive deamination gives 14 and tert ‐butylamine as the final products (Scheme ). Formation of the tert ‐butylamine as a by‐product was determined by GC–MS …”

Section: Hydrosilylations With Organosilicon(iv) Hydridesmentioning

confidence: 99%

Organosilicon and ‐germanium Hydrides in Catalyst‐Free Hydrometallation Reactions

Jambor

Lyčka

2017

Eur J Inorg Chem

View full text Add to dashboard Cite

show abstract

“…The central silicon Si1 atoms adopt the distorted tetrahedral arrangement in 1 and 4. The Si1-N1 bond lengths are 1.727 (2) 2, Si1-C1 1.856(3), Si1-C21 1.873(3), Si1-C27 1.879 2, N1-C8 1.445(3), N1-C7 1.467(3), N1-Si1-C1 91.99 11, N1-Si1-C21 116.07 11, C1-Si1-C21 114.43 12, N1-Si1-C27 115.38 11, C1-Si1-C20 110.76 12, C21-Si1-C27 107.67 (12), C7-N1-Si1 114.69(16), C2-C7-N1 108.1 2; B) for compound 4: Si1-N1 1.714 2, Si1-C1 1.870(3), Si1-C28 1.866(3), Si1-H1 1.27, N1-C8 1.433(3), N1-C7 1.458(3), N1-Si1-C1 93.33 11, N1-Si1-C28 114.69 11, C1-Si1-C28 113.80 11, C7-N1-Si1 114.59 17, C2-C7-N1 108.0(2).…”

Section: Influence Of the R Group On The Hydrosilylation Of Ch=n Iminementioning

confidence: 99%

“…[11] In addition, the reduction of phosphane imide moieties in N→Si intramolecularly coordinated hydrosilanes has been reported by Kano and co-workers. [12] Kost et al also aration of intramolecularly coordinated organohydridosilanes L [1][2][3][4] Ph n SiH 4-n and L 1 SiHCl 2 . The spontaneous hydrosilylation reaction occurs very quickly in L [1][2][3][4] Ph n SiH 4-n and hydrosilylated products are formed.…”

Section: Introductionmentioning

confidence: 99%

Spontaneous Hydrosilylation of Substituted C=N Imines

2019

View full text Add to dashboard Cite

4‐Methoxy and 2,4‐di‐tBu substituted C,N‐chelating ligands 2‐[(2,6‐iPr2‐C6H3)N=CH]‐4‐MeO‐C6H3}– and {2‐[(2,6‐iPr2‐C6H3)N=CH]‐4,6‐tBu2‐C6H3}– and also {2‐[(2,6‐Me2‐C6H3)N=C(Me)]‐C6H4}– and {2‐[(2,6‐iPr2‐C6H3)N=C(Me)]‐5,6‐OCH2O‐C6H2}– containing Me substituted imine group were used for the preparation of intramolecularly coordinated organohydridosilanes L1–4PhnSiH4‐n and L1SiHCl2. The spontaneous hydrosilylation reaction occurs very quickly in L1–4PhnSiH4‐n and hydrosilylated products are formed. In contrast, the isolation of L1SiHCl2 allows us to study kinetics of the hydrosilylation.

show abstract

“…Recently, Kano et al. reported N→Si intra molecularly coordinated hydrosilanes with the ability to reduce phosphine imide moieties . Kost et al.…”

Section: Introductionmentioning

confidence: 99%

Hydrosilylation of RN=CH Imino‐Substituted Pyridines without a Catalyst

Novák

Hošnová

Dostál

et al. 2017

Chemistry A European J

View full text Add to dashboard Cite

Treatment of the neutral pyridine-based ligands L -L , bearing either one or two RN=CH imine moieties {where L and L are N,N-chelating ligands 2-(RN=CH)C H N (R=Ph (L ) or R=2,4,6-Ph C H (L )) and L is the N,N,N-chelating ligand 2,6-(RN=CH) C H N (R=2,6-iPr C H )}, with HSiCl yielded N→Si-coordinated silicon(IV) amides 2-{Cl SiN(R)CH }C H N (1, R=Ph; 2, R=2,4,6-Ph C H ) and 2-{Cl SiN(R)CH }-6-(RN=CH)C H N (3, R=2,6-iPr C H ). The organosilicon amides 1-3 are the products of spontaneous hydrosilylation of the RN=CH imine moiety induced by N→Si coordination of the proposed N,N-chelated chlorosilanes L →SiHCl (1 a), L →SiHCl (2 a), and L →SiHCl (3 a). Furthermore, the reaction of L with an excess of HSiCl provided the intramolecularly coordinated chlorosilicon diamide cyclo-{(C H N)-1,3-(CH NR) }SiCl (4) (R=2,6-iPr C H ) as the product of spontaneous reduction of both RN=CH imine moieties. The compounds have been characterized by NMR spectroscopy (1-4) and single-crystal X-ray diffraction analysis (1, 3, and 4). The mechanism of the hydrosilylation of the second RN=CH imine moiety in 3 by an excess of SiHCl has also been studied. The experimental work is supplemented by DFT calculations.

show abstract

Synthesis of a phosphine imide bearing a hydrosilane moiety, and its water-driven reduction to a phosphine

Cited by 14 publications

References 46 publications

Organosilicon and ‐germanium Hydrides in Catalyst‐Free Hydrometallation Reactions

Organosilicon and ‐germanium Hydrides in Catalyst‐Free Hydrometallation Reactions

Spontaneous Hydrosilylation of Substituted C=N Imines

Hydrosilylation of RN=CH Imino‐Substituted Pyridines without a Catalyst

Contact Info

Product

Resources

About