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Volumn 130, Issue 12, 2008, Pages 3771-3773

Easily immobilized di- and tetraphosphine linkers: Rigid scaffolds that prevent interactions of metal complexes with oxide supports

Author keywords

[No Author keywords available]

Indexed keywords

DIPHOSPHINE; METAL COMPLEX; METHANE; OXIDE; PHOSPHINE DERIVATIVE; SILANE DERIVATIVE; TETRAPHENYLMETHANE; TETRAPHOSPHINE; TETRASILANE; TETRASTANNANE; UNCLASSIFIED DRUG;

EID: 41149103408     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja800541c     Document Type: Article
Times cited : (48)

References (28)
  • 1
    • 41149137013 scopus 로고    scopus 로고
    • Chem. Rev. Special Issue on Recoverable Catalysts and Reagents, Gladysz, J. A., Ed. 2002, 102, No. 10.
    • (a) Chem. Rev. Special Issue on "Recoverable Catalysts and Reagents", Gladysz, J. A., Ed. 2002, 102, No. 10.
  • 2
    • 0003492617 scopus 로고    scopus 로고
    • De Vos, D. E, Vankelecom, I. F. J, Jacobs, P. A, Eds, Wiley, VCH: Weinheim
    • (b) Chiral Catalyst Immobilization and Recycling; De Vos, D. E., Vankelecom, I. F. J., Jacobs, P. A., Eds.; Wiley, VCH: Weinheim, 2000.
    • (2000) Chiral Catalyst Immobilization and Recycling
  • 7
    • 0000088123 scopus 로고    scopus 로고
    • For some representative examples from other groups, see: a
    • For some representative examples from other groups, see: (a) Gao, H.; Angelici, R. J. Organometallics 1999, 18, 989.
    • (1999) Organometallics , vol.18 , pp. 989
    • Gao, H.1    Angelici, R.J.2
  • 16
    • 41149170524 scopus 로고    scopus 로고
    • Representative syntheses and data: (a) 1d: 2 mL of a 1.6 M solution of nBuLi (3.220 mmol) in hexane was added dropwise to a solution of 256 mg (0.402 mmol) of C(p-C6H4Br) 47 in 150 mL of ether at -78̊C. Then, the mixture was brought to ambient temperature over 2.5 h, during which time a white suspension formed. After the mixture was cooled to -78°C, ClPtBu 2 (0.61 mL, 3.220 mmol) was added, and the mixture was slowly warmed to room temperature. After the mixture was stirred overnight and the solids were filtered off, the solvent was removed in vacuo. 1d could be obtained as a colorless powder and purified by recrystallization from toluene/ethanol (1:5, 186 mg, 51.6% yield, 1H NMR (C6D6, δ, 7.64 (dd, 3J(H-H, 8.2 Hz, 3J(P-H, 6.0 Hz, 8H; PCCH, 7.38 (d, 3JH-H, 8.2 Hz, 8H; PC
    • + (100.0%) 897.2048 (calcd. 897.2037).
  • 17
    • 41149088079 scopus 로고    scopus 로고
    • 2b: A 1.6 M solution of nBuLi (0.77 mL, 1.23 mmol) in hexane was added dropwise to 100 mg (0.15 mmol) of Si(p-C 6H4Br)7a in 70 mL of ether at -78°C. The solution was warmed up to ambient temperature in the course of 2.5 h. Then, it was cooled down to -78°C, and 0.16 mL (1.84 mmol) of ClPEt2 was added. After having been warmed to room temperature and stirred overnight the solvents were removed in vacuo, and the product was extracted with CH 2Cl2. 2b (71 mg, 0.1 mmol) was obtained as a colorless waxy material (mp 72°C) after removal of the solvent, corresponding to a yield of 66.7, 1H NMR (C6D 6, δ, 7.69 (dd, 3J(H-H, 8.0 Hz, 4J(P-H, 0.9 Hz, 8H; PCCHCH, 7.45 (dd, 3J(H-H, 7.9 Hz, 3J(P-H, 6.6 Hz, 8H; PCCH, 1.51 m, 16H; PCH2, 0
    • + (11.9%) 599.2458 (calcd. 599.2582).
  • 18
    • 41149180430 scopus 로고    scopus 로고
    • Sn(p-C6H4Br) 4: 1,4-Dibromobenzene (5.89 g, 24.97 mmol) was dissolved in 60 mL of ether and cooled to -15°C. Then 15.6 mL of a 1.6 M solution of nBuLi (24.97 mmol) in hexane was added dropwise. After having been stirred for 15 min the reaction mixture was cooled to -78°C, and 0.73 mL (6.25 mmol) of SnCl4 was added dropwise. After the mixture was stirred for 12 h at ambient temperature, 20 mL of 1 M HCl was added, and the product was extracted with ether. The organic phase was washed with H 2O and dried with MgSO4. Sn(p-C6H 4Br)4 was obtained after filtration, removal of the solvent in vacuo, and recrystallization with CHCl3 as a colorless crystalline powder in 89.0% yield (4.12 g, 5.56 mmol, mp 214°C. 1H NMR (CDCl3, δ, 7.56 (d, 3J(H- H, 8.1 Hz, 4J119/7
    • + (29.8%) 660.7740 (calcd. 660.7824).
  • 25
    • 41149174522 scopus 로고    scopus 로고
    • Any preconditioning of the silica or alumina used is not necessary, but the dryness of the support influences the surface coverage.9
    • 9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.