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http://dx.doi.org/10.5012/bkcs.2007.28.11.2009

Solvent Effect on the Nature of the Metallamacrocycles Formed: Formation of Octanuclear and Dodecanuclear Manganese Metalladiazamacrocycles  

John, Rohith P. (Department of Chemistry and Applied Chemistry, College of Science and Technology, Hanyang University)
Lee, Kyung-Jin (Department of Chemistry and Applied Chemistry, College of Science and Technology, Hanyang University)
Lee, Kyung-Jae (Department of Chemistry and Applied Chemistry, College of Science and Technology, Hanyang University)
Park, Mi-Ra (Department of Chemistry and Applied Chemistry, College of Science and Technology, Hanyang University)
Lah, Myoung-Soo (Department of Chemistry and Applied Chemistry, College of Science and Technology, Hanyang University)
Publication Information
Bulletin of the Korean Chemical Society / v.28, no.11, 2007 , pp. 2009-2014 More about this Journal
Abstract
The aminolysis of diphenyl thiophosphinic chloride (2) with substituted anilines in acetonitrile at 55.0 oC is investigated kinetically. Kinetic results yield large Hammett ρX (ρnuc = ?3.97) and Bronsted βX (βnuc = 1.40) values. A concerted mechanism involving a partial frontside nucleophilic attack through a hydrogen-bonded, four-center type transition state is proposed on the basis of the primary normal kinetic isotope effects (kH/kD = 1.0-1.1) with deuterated aniline (XC6H4ND2) nucleophiles. The natural bond order charges on P and the degrees of distortion of 42 compounds: chlorophosphates [(R1O)(R2O)P(=O)Cl], chlorothiophosphates [(R1O)(R2O)P(=S)Cl], phosphonochloridates [(R1O)R2P(=O)Cl], phosphonochlorothioates [(R1O)R2P(=S)Cl], chlorophosphinates [R1R2P(=O)Cl], and chlorothiophosphinates [R1R2P(=S)Cl] are calculated at the B3LYP/ 6-311+G(d,p) level in the gas phase.
Keywords
Self-assembly; Molecular polygon; Octanuclear metallamacrocycle; Dodecanuclear metallamacrocycle; Solvent effect;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 2  (Related Records In Web of Science)
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