메뉴 건너뛰기




Volumn 32, Issue 7, 2011, Pages 2339-2344

Kinetics and Mechanism of the pyridinolysis of O,O-Dimethyl S-Aryl phosphorothioates in dimethyl sulfoxide

Author keywords

Biphasic concave upward free energy correlation; O,O Dimethyl Z S aryl phosphorothioates; Phosphoryl transfer reaction; Pyridinolysis

Indexed keywords

BIPHASIC; BREAK-POINTS; CONCERTED MECHANISM; CROSS-INTERACTION CONSTANTS; ENERGY CORRELATION; KINETIC STUDY; KINETICS AND MECHANISM; LEAVING GROUPS; PHOSPHOROTHIOATES; PHOSPHORYL TRANSFER REACTION; PYRIDINOLYSIS; TRANSITION STATE;

EID: 79960492429     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2011.32.7.2339     Document Type: Article
Times cited : (16)

References (52)
  • 44
    • 79960511516 scopus 로고    scopus 로고
    • Note
    • X values for a frontside attack are greater than for a backside attack. The TSb would be more or less distorted TBP-5C, whereas the TSf would be significantly distorted TBP-5C; even hard to call TBP-5C and rather similar to cis-basal (ref. 1c; p 128).
  • 45
    • 79960517586 scopus 로고    scopus 로고
    • XZ values greater than ∼0.5 suggest that the reactions proceed predominantly by the frontside nucleophilic attack SN2 pathways; see ref. 2l for detailed discussion
    • XZ values greater than ∼0.5 suggest that the reactions proceed predominantly by the frontside nucleophilic attack SN2 pathways; see ref. 2l for detailed discussion.
  • 46
    • 79960552020 scopus 로고    scopus 로고
    • ref 1d; Chapter 7
    • ref 1d; Chapter 7.
  • 49
    • 79960551589 scopus 로고    scopus 로고
    • r = 35.94) and 85.0 vs 35.0 °C, respectively
    • r = 35.94) and 85.0 vs 35.0 °C, respectively.
  • 50
    • 79960502091 scopus 로고    scopus 로고
    • The behavior of the strong π-acceptor X-substituent in the Hammett and/or Bronsted plots can be a clue to clarify the reaction mechanism: see refs. 2l and 8e for more detailed discussion
    • The behavior of the strong π-acceptor X-substituent in the Hammett and/or Bronsted plots can be a clue to clarify the reaction mechanism: see refs. 2l and 8e for more detailed discussion.
  • 51
    • 79960553847 scopus 로고    scopus 로고
    • XY = .1.31 and great secondary inverse deuterium kinetic isotope effects of kH/kD = 0.61-0.87 involving deuterated aniline (XC6H4ND2) were obtained for the anilinolysis of Y-aryl phenyl chlorophosphates, and a late TS was proposed: see ref. 3a
    • XY = .1.31 and great secondary inverse deuterium kinetic isotope effects of kH/kD = 0.61-0.87 involving deuterated aniline (XC6H4ND2) were obtained for the anilinolysis of Y-aryl phenyl chlorophosphates, and a late TS was proposed: see ref. 3a.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.