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Volumn 28, Issue 17, 2009, Pages 5002-5011

A second metal center enhances the reactivity of an organomagnesate: Comparison of the gas-phase reactions of water with [RCCMgCl2] - and [RCCMg2Cl4]- (R = H, Ph)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLIDES; DFT CALCULATION; GAS-PHASE REACTIONS; GASPHASE; HYDROLYSIS REACTION; ION-TRAP MASS SPECTROMETRY; METAL CENTERS; TRANSITION STATE;

EID: 69949170467     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om900426h     Document Type: Article
Times cited : (28)

References (54)
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    • Rappoport, Z., Marek, I., Eds.; Wiley: Chichester, U.K.
    • (b) The Chemistry of Organomagnesium Compounds; Rappoport, Z., Marek, I., Eds.; Wiley: Chichester, U.K., 2008.
    • (2008) The Chemistry of Organomagnesium Compounds
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    • 64549085877 scopus 로고    scopus 로고
    • For a recent essay on Grignard reagents see: (c) Seyferth, D. Organometallics 2009, 28, 1598.
    • (2009) Organometallics , vol.28 , pp. 1598
    • Seyferth, D.1
  • 25
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    • Gas phase ligand fragmentation to unmask reactive metallic species
    • Santos, L. S., Ed.; Wiley-VCH: Weinheim, Germany, in press
    • (b) O'Hair, R. A. J. Gas Phase Ligand Fragmentation to Unmask Reactive Metallic Species. In MS Investigations of Reactive Intermediates in Solution; Santos, L. S., Ed.; Wiley-VCH: Weinheim, Germany, in press.
    • MS Investigations of Reactive Intermediates in Solution
    • O'Hair, R.A.J.1
  • 28
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    • Frisch, M.J.1
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    • -, will be the subject of a subsequent paper
    • -, will be the subject of a subsequent paper.
  • 38
    • 0000953764 scopus 로고    scopus 로고
    • On the basis of coldspray mass spectrometry experiments, structures related to 6 have been invoked to explain the solution-phase reactivity of organomagnesium compounds: Sakamoto, S.; Imamoto, T.; Yamaguchi, K. Org. Lett. 2001, 5, 1793.
    • (2001) Org. Lett. , vol.5 , pp. 1793
    • Sakamoto, S.1    Imamoto, T.2    Yamaguchi, K.3
  • 43
    • 0343972394 scopus 로고    scopus 로고
    • Richey, H. G., Jr., Ed.; Wiley: Chichester, U.K.
    • For reviews on the structures of organomagenisum and inorganic magnesium structures determined via X-ray crystallography see: (a) Bickelhaupt, F. In Grignard Reagents: New Developments; Richey, H. G., Jr., Ed.; Wiley: Chichester, U.K., 2000; pp 299-328.
    • (2000) Grignard Reagents: New Developments , pp. 299-328
    • Bickelhaupt, F.1
  • 44
    • 2942579151 scopus 로고    scopus 로고
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    • (1996) Handbook of Grignard Reagents , pp. 117-144
    • Uhm, H.L.1
  • 48
    • 69949156219 scopus 로고    scopus 로고
    • While the relative reactivities of MeMgX and HCCMgX toward water do not appear to have been measured in the condensed phase, MeMgX is expected to be a stronger base than HCCMgX, on the basis of the following, Alkynylmagnesiums are prepared via the reaction of alkylmagnesiums and alkynes
    • While the relative reactivities of MeMgX and HCCMgX toward water do not appear to have been measured in the condensed phase, MeMgX is expected to be a stronger base than HCCMgX, on the basis of the following, (a) Alkynylmagnesiums are prepared via the reaction of alkylmagnesiums and alkynes; see: Yanagisawa, A. Sci. Synth. 2004, 7, 523.
    • (2004) Sci. Synth. , vol.7 , pp. 523
    • Yanagisawa, A.1
  • 49
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    • (b) DFTcalculations predict that the reactions of MeMgCl and MeMgBr with propyne are exothermic: Tuulmets, A.; Tammiku-Taul, J.; Burk, P. THEOCHEM 2004, 674, 233.
    • (2004) THEOCHEM , vol.674 , pp. 233
    • Tuulmets, A.1    Tammiku-Taul, J.2    Burk, P.3
  • 54
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    • 2 has suggested the involvement of dimeric transition-state structures with only one bridging halide ligand. This study also predicts that the dimer is more reactive than the monomer: Mori, T.; Kato, S. J. Phys. Chem. A 2009, 113, 6158.
    • (2009) J. Phys. Chem. A , vol.113 , pp. 6158
    • Mori, T.1    Kato, S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.