156543-39-4Relevant articles and documents
SOLVOLYSES OF MONOSUBSTITUTED BENZHYDRYL BROMIDES. NUCLEOPHILIC SOLVENT INTERVENTION AND DEPENDENCE OF SOLVATATION ON THE EXTENT OF CHARGE DELOCALIZATION IN CATIONIC TRANSITION STATES
Liu, Kwang-Ting,Chin, Chien-Pu,Lin, Yen-Shyi,Tsao, Meng-Lin
, p. 6919 - 6922 (1995)
Solvolyses of monosubstituted benzhydryl bromides gave excellent linear correlations of logk with ?(1+) constants, and not with Y(BnBr) or Y(Br).Correlation analyses against corresponding logk of α-tert-butyl-(2-naphthyl)methyl bromide provided evidence for the importance of different extent of solvation in delocalized transition state and for nucleophilic solvent intervention in the solvolysis of benzhydryl systems.
Kinetics of the solvolyses of benzhydryl derivatives: Basis for the construction of a comprehensive nucleofugality scale
Denegri, Bernard,Streiter, Andre,Juric, Sandra,Ofial, Armin R.,Kronja, Olga,Mayr, Herbert
, p. 1648 - 1656 (2007/10/03)
A series of 21 benzhydrylium ions (diarylmethylium ions) are proposed as reference electrofuges for the development of a general nucleofugality scale, where nucleofugality refers to a combination of leaving group and solvent. A total of 167 solvolysis rate constants of benzhydrylium tosylates, bromides, chlorides, trifluoroacetates, 3,5-dinitrobenzoates, and 4-nitroben-zoates, two-thirds of which have been determined during this work, were subjected to a least-squares fit according to the correlation equation log k 25°C = Sf(Nf + Ef), where s f and Nf are nucleofuge-specific parameters and E f is an electrofuge-specific parameter. Although nucleofuges and electrofuges characterized in this way cover more than 12 orders of magnitude, a single set of the parameters, namely sf, Nf, and E f, is sufficient to calculate the solvolysis rate constants at 25°C with an accuracy of ± 16%. Because sf ≈ 1 for all nucleofuges, that is, leaving group/ solvent combinations, studied so far, qualitative discussions of nucleofugality can be based on Nf.
Tricyclic compounds, their production and use
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, (2008/06/13)
A compound of the formula: wherein R1 is H or a substituent; m is 1-3; Ar is an aromatic group which may be substituted; X is a bond or a divalent straight-chain group having 1-6 atoms which may be substituted; Y is —S—, —O—, or —N(R2— (R2 is H or a substituent group), Z is —N= or —C(R3)= (R3 is H or a hydrocarbon group), ring A is a benzene ring; ring B is a 5- to 7-membered ring which may be substituted, or a salt thereof is useful for eliciting a prostaglandin I2 receptor agonistic effect.
Benzylphosphonic acid inhibitors of human prostatic acid phosphatase
Schwender,Beers,Malloy,Cinicola,Wustrow,Demarest,Jordan
, p. 311 - 314 (2007/10/03)
A series of α-substituted benzylphosphonic acids is described as inhibitors of human prostatic acid phosphatase, an enzyme has been used as a model to study aryl phosphatases. The most potent inhibitors in this series are 2-trifluoromethylbenzhydrylphosphonic acid (9 μM), and α-(2-phenylethyl)benzylphosphonic acid (14 μM). The structure-activity studies suggest that bulk tolerance beyond the phosphate binding area limits the steric or hydrophobic contribution to inhibitor potency achieved through α-carbon substitution.
