Document Detail

Transmission of Electronic Effects through the {closo-1-CB(9)} and {closo-1-CB(11)} Cages: Apparent Dissociation Constants for Series of [closo-1-CB(9)H(8)-1-COOH-10-X] and [closo-1-CB(11)H(10)-1-COOH-12-X] Acids.
MedLine Citation:
PMID:  22530968     Owner:  NLM     Status:  Publisher    
The apparent ionization constants pK(a)' for series of carboxylic acids [closo-1-CB(9)H(8)-1-COOH-10-X](-) (1) and [closo-1-CB(11)H(10)-1-COOH-12-X](-) (2), where X = H, I, n-C(6)H(13), (+)NMe(3), (+)N(2), (+)SMe(2), OC(5)H(11), were measured in EtOH/H(2)O (1/1, v/v) at 24 °C. Correlation analysis of the pK(a)' values using Hammett substituent constants σ(p)(X) gave the reaction constant ρ = 0.87 ± 0.04 for series 1 and ρ = 1.00 ± 0.09 for series 2. These values are higher than for derivatives of PhCH═CHCOOH (ρ = 0.70 ± 0.09 in 55% EtOH) and correspond to 56% and 65% efficiencies in transmission of electronic effects by [closo-1-CB(9)H(10)](-) (E) and [closo-1-CB(11)H(12)](-) (F), respectively, as compared to benzene (A). Experimental results were supported with DFT calculations of relative acidity for series of acids derived from A, E, and F in aqueous medium.
Jacek G Pecyna; Bryan Ringstrand; Piotr Kaszyński
Related Documents :
3047068 - Isolation of listeria: a review of procedures and future prospects.
19175328 - Solid-phase synthesis of oligonucleotide conjugates useful for delivery and targeting o...
20882498 - Delivery of nucleic acids via disulfide-based carrier systems.
11305648 - Detection of viable oocysts of cryptosporidium parvum following nucleic acid sequence b...
15607508 - Demarcation of diapause development by cold and its relation to time-interval activatio...
1730738 - The site of hydrolysis by rabbit reticulocyte peptidyl-trna hydrolase is the 3'-amp ter...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-4-24
Journal Detail:
Title:  Inorganic chemistry     Volume:  -     ISSN:  1520-510X     ISO Abbreviation:  -     Publication Date:  2012 Apr 
Date Detail:
Created Date:  2012-4-25     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0366543     Medline TA:  Inorg Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Organic Materials Research Group, Department of Chemistry, Vanderbilt University , Nashville, Tennessee 37235, United States.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Expression, Purification, and Reconstitution of a Diatom Silicon Transporter.
Next Document:  Site-Specific Hydration Dynamics of Globular Proteins and the Role of Constrained Water in Solvent E...