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Volumn 27, Issue 10, 1988, Pages 1227-1266

Electron Transfer and Charge Transfer: Twin Themes in Unifying the Mechanisms of Organic and Organometallic Reactions

Author keywords

Charge transfer; Electron transfer; Reaction mechanisms

Indexed keywords


EID: 84985609988     PISSN: 05700833     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.198812273     Document Type: Review
Times cited : (256)

References (290)
  • 17
    • 84985578562 scopus 로고    scopus 로고
    • What usefulness lies in nucleophile/electrophile reactivity is actually based on thinking by analogy.
  • 59
    • 84985533619 scopus 로고    scopus 로고
    • Solvation of the neutral donor is neglected in comparison with that of its cation as discussed in footnote 48 of [49].
  • 61
    • 84985573791 scopus 로고    scopus 로고
    • ⊖ subsequent to the rate‐limiting step in Equation (40). The process is akin to the CT‐induced addition of tetranitromethane to anthracene [87].
  • 79
    • 33847801083 scopus 로고
    • + constant to be so comprehensive. By the same token, it fails to provide information about the larger solvent effects on the absolute rates. See
    • (1975) Chem. Rev. , vol.75 , pp. 755
    • Johnson, C.D.1
  • 82
    • 84985612098 scopus 로고    scopus 로고
    • p in the CT interaction of various donors, the reader is referred to [24].
  • 84
    • 84985527860 scopus 로고    scopus 로고
    • See e.g., [32h], p. 55.
  • 102
    • 0000339691 scopus 로고
    • This value compares with the corresponding ρ value of −4.2 for the rates of bromination of a similar series of para‐substituted styrenes
    • (1969) J. Am. Chem. Soc. , vol.91 , pp. 1483
    • Rolston, J.H.1
  • 129
    • 84985619684 scopus 로고    scopus 로고
    • DA) of the precursor complex can be ignored in comparison with the activation barrier for the electrophilic process
  • 130
    • 84985580219 scopus 로고    scopus 로고
    • (b) The constant term also includes the solvation energy of aromatic cations, etc
  • 131
    • 2842575309 scopus 로고
    • (c) For questions regarding the solvation of transition states in relation to that of stable molecular analogues, see
    • (1979) Pure Appl. Chem. , vol.52 , pp. 153
    • Ritchie, C.D.1
  • 133
    • 84985519199 scopus 로고    scopus 로고
    • (a) In this formulation, we do not intend to convey the notion that the configurational structure of the transition state and that of the CT excited ion pair are necessarily the same but only that the energy change in the formation of one serves as a viable model for that of the other. In more rigorous terms, Equation (60) states that alkenes and arenes are subjected to the same perturbations in electrophilic brominations as in the CT transition in the EDA complexes when changes in solvation are taken into account. It must be emphasized that the CT formulation does not require the proof that an EDA complex is (or is not) an intermediate in electrophilic brominations. For a discussion of this point, see footnotes 19 and 20 in [54]
  • 136
    • 84985592631 scopus 로고    scopus 로고
    • (a) [45]
  • 155
    • 84985513690 scopus 로고    scopus 로고
    • (d) [41c]
  • 162
    • 84985592949 scopus 로고    scopus 로고
    • Note that this procedure merely provides an operational ionic radius.
  • 164
    • 84985538500 scopus 로고    scopus 로고
    • For an elaboration of these processes, see [27, 28, 54].
  • 190
    • 84980955856 scopus 로고
    • See e.g., E. T. Kaiser, L. Kevan, Wiley, New York
    • (1968) Radical Ions
  • 193
    • 84985500888 scopus 로고    scopus 로고
    • −1.
  • 215
    • 0347867668 scopus 로고
    • Spectrophotometric method for the quantitative analysis of trinitromethyl compounds
    • (1963) Tetrahedron , vol.19 , pp. 219
    • Glover, D.J.1
  • 217
    • 84985516214 scopus 로고    scopus 로고
    • (b) [50b]
  • 225
    • 84985516235 scopus 로고    scopus 로고
    • (d) For a review, see [84].
  • 241
    • 84985606314 scopus 로고    scopus 로고
    • (b) In the generalized formulation, each step in Equation (119) is reversible. (See Scheme 13).
  • 247
    • 84985606321 scopus 로고    scopus 로고
    • 2).
  • 250
    • 84985510993 scopus 로고
    • (Ed.): Symp.‐in‐Print 28 Tetrahedron 6097–6343
    • (1986)
    • Roth, H.D.1
  • 265
    • 84985576473 scopus 로고    scopus 로고
    • See (a) [109a], Chapter 7
  • 267
    • 84985576982 scopus 로고    scopus 로고
    • This concept also includes the enhanced rates of bimolecular associative processes for radical cation such as arene cations [112], 17‐electron organometallic radicals [113], etc. For the typical pathways of the stepwise reassemblage of the fragments from the CT ion pairs to the ultimate 1:1 adducts, see [29] and [90].
  • 274
    • 0040395163 scopus 로고
    • Bimolecular substitution and oxidation reactions of 17-electron pentacoordinate metal carbonyl radicals
    • (1982) Transition Metal Chemistry , vol.7 , pp. 65
    • Poe, A.1
  • 277
    • 84985600926 scopus 로고    scopus 로고
    • See the kinetics behavior of the time‐resolved p‐haloanisol cations with NO 2⊙ in [96].
  • 280
    • 84985524042 scopus 로고    scopus 로고
    • (c) The absorption spectrum of the exciplex for N,N‐diethylaniline and 1,2,4,5‐benzenetetracarbonitrile is not a complete composite of the radical ions (, Göttingen, private communication)
    • Weller, A.1
  • 283
    • 0000886571 scopus 로고
    • Ladungstransfer und Radikalionen in der Photochemie
    • For photoinduced electron transfers, see (a)
    • (1987) Angewandte Chemie , vol.99 , pp. 849
    • Mattay, J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.