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Volumn 48, Issue 34, 2009, Pages 6309-6312

Dehydrogenative dimerization of di-tert-butyltin dihydride photochemically and thermally catalyzed by iron and molybdenum complexes

Author keywords

Dehydrogenative coupling; Homogeneous catalysis; Sn Sn coupling; Stannanes; Tin

Indexed keywords

DEHYDROGENATIVE COUPLING; DIHYDRIDES; HIGH YIELD; HOMOGENEOUS CATALYSIS; IRON COMPLEX; MOLYBDENUM COMPLEX; SN-SN COUPLING; STANNANES;

EID: 70349933007     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200902327     Document Type: Article
Times cited : (28)

References (50)
  • 9
    • 70349937764 scopus 로고    scopus 로고
    • For reviews on dehydrogenative oligo- or polymerization of secondary stannanes, see: a) Organotin polymers and related materials: H. K. Sharma, K. H. Pannell in Tin Chemistry: Funct.amentals, Frontiers and Applications Eds.: A. G Davies, M. Gielen, K. H. Pannell, E. R. T. Tiekink, Wiley, New York, 2008, pp. 371-387;
    • For reviews on dehydrogenative oligo- or polymerization of secondary stannanes, see: a) "Organotin polymers and related materials": H. K. Sharma, K. H. Pannell in Tin Chemistry: Funct.amentals, Frontiers and Applications (Eds.: A. G Davies, M. Gielen, K. H. Pannell, E. R. T. Tiekink, Wiley, New York, 2008, pp. 371-387;
  • 27
    • 70349971246 scopus 로고    scopus 로고
    • In a catalytic experiment, a 5 mm Pyrex NMR tube was charged with a mixture of t Bu2SnH2 (0.5-1.0 mmol) and 3-5 mol, of catalyst in 1.0 mL of degassed C6D6, and the tube was flame-sealed under vacuum. The sealed NMR tube was either irradiated with a 450 W medium-pressure mercury lamp at roomtemperature or suspended in an oil bath at 60°C, and the reaction was periodically monitored by 1H, 13C, and 119Sn NMR spectroscopy. After completion of the reaction, distannane 2 was separated from the catalyst by flash chromatography in hexanes and was isolated in 80-90% yield. Caution: When breaking the seal of the NMR tube, sometimes the tube shattered with a minor explosion. Therefore, it is recommended to cool the NMR tube in liquid N 2 before breaking the seal, b) Photolysis of t Bu 2SnH2 in benzene in the absence of the catalyst for 24 h produced dist
    • 2 in benzene in the absence of the catalyst for 24 h produced distannane 2 in 1 % yield.
  • 28
    • 70349946909 scopus 로고    scopus 로고
    • 119Sn NMR spectral changes associated with the conversion of 1 to 2 in the presence of catalyst 4 are presented in Figure 1 of the Supporting Information.
    • 119Sn NMR spectral changes associated with the conversion of 1 to 2 in the presence of catalyst 4 are presented in Figure 1 of the Supporting Information.
  • 29
    • 70349939318 scopus 로고    scopus 로고
    • For the synthesis and spectral data of 7 and 8, see the Supporting Information.
    • For the synthesis and spectral data of 7 and 8, see the Supporting Information.
  • 30
    • 70349956221 scopus 로고    scopus 로고
    • Single crystals of 7 or 8 were mounted on a Bruker APEX CCD diffractometer equipped with monochromatic MoKα radiation. Data collection was done with SMART [G M. Sheldrick, SMART Bruker AXS, Madison, WI, USA, 2000, Cell refinement, data reduction, and incident beam and decay corrections were carried out with SAINT-Plus [G. M. Sheldrick, SAINT-Plus 6.23c Bruker AXS, Madison, WI, USA, 2000, The structure was solved by direct methods and refined by full-matrix least-squares techniques in SHELXTL [G. M. Sheldrick, SHELXTL 6.10 Bruker AXS, Madison, WI, USA, 2000, Hydrogen atoms were generated in calculated positions and constrained with the use of a riding model with the exception of the hydride that was located in the difference Fourier map. Crystal data for 7: C32H39FeOPSn, M, 645.14, space group P 1̄, a, 10.60(2, b, 11.80(3, c, 13.26(3) Å, a, 93.744, β
    • int = 0.0365]. Completeness to 2θ = 52.70°: 99.3%. R 1 = 0.0313, wR 2 = 0.1101 [I>2σ(I)]. CCDC 723088 (7) and CCDC 734347 (8) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
  • 46
    • 0000908548 scopus 로고    scopus 로고
    • 3 is often involved in oxidative addition reactions, see for example: a) R. J. Kazlaus-kas, M. S. Wrighton, Organometallics 1982, 1, 602;
    • 3 is often involved in oxidative addition reactions, see for example: a) R. J. Kazlaus-kas, M. S. Wrighton, Organometallics 1982, 1, 602;
  • 50
    • 70349961317 scopus 로고    scopus 로고
    • -1
    • -1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.