Chiral proton catalysis: pKa determination for a BAM-HX Brønsted acid

Synlett

Volumn , Issue 1, 2006, Pages 147-149

  Hess, Abram S ^a   Yoder, Ryan A ^a,b   Johnston, Jeffrey N ^a,b  

^a VANDERBILT UNIVERSITY   (United States)

^b INDIANA UNIVERSITY   (United States)

Author keywords

Br nsted acid; Chiral proton catalysis; NMR titration; pKa determination

Indexed keywords

ACID; AMINOPYRIDINE DERIVATIVE; BIS(AMINOPYRIDINE); BRONSTED ACID; PROTON; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHIRALITY; MEASUREMENT; NUCLEAR MAGNETIC RESONANCE; PKA; TITRIMETRY;

EID: 30544447821     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.trb.2004.10.005     Document Type: Article

References (12)

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3. Johnston, J. N.; Yoder, R. A. unpublished work.
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9. a between 2 and 10 is consistent with a > 100:1 equilibrium favoring 2. The existence of an inflection point is common in all titrations we have performed to-date in which one would be anticipated.
10. a measurement for picolinium remain unavailable; Bordwell, F. G. Acc. Chem. Res. 1988, 27, 456.
11. a = 4.90): Alber, A.; Goldacre, R.; Phillips, J. J. Chem. Soc. 1948, 2240.
12. Charmant, J. P. H.; Lloyd-Jones, G. C.; Peakman, T. M.; Woodward, R. L. Tetrahedron Lett. 1998, 39, 4733.