volume 114 issue 8 pages 3028-3033

pH optimization of nucleophilic reactions in water

J F KING
R. P. S. Rathore
J Y L Lam
Z.R. Guo
D F Klassen
Publication typeJournal Article
Publication date1992-04-01
scimago Q1
wos Q1
SJR5.554
CiteScore22.5
Impact factor15.6
ISSN00027863, 15205126
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
We present a way of prwcribing the pH for a reaction so as to obtain either (a) maximum yield in competition with hydrolysis or (b) selective reaction at either of two sites in such nucleophile-electrophile reactions as C-alkylation of acid ketones and the acylation and sulfonylation of amines. First, we derive the following general equation for pH max , the pH giving the highest yield of the product (P) of the reaction of a nucleophile (Nu) with a hydrolyzable electrophile (E) in water
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GOST |
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GOST Copy
KING J. F. et al. pH optimization of nucleophilic reactions in water // Journal of the American Chemical Society. 1992. Vol. 114. No. 8. pp. 3028-3033.
GOST all authors (up to 50) Copy
KING J. F., Rathore R. P. S., Lam J. Y. L., Guo Z., Klassen D. F. pH optimization of nucleophilic reactions in water // Journal of the American Chemical Society. 1992. Vol. 114. No. 8. pp. 3028-3033.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/ja00034a040
UR - https://doi.org/10.1021/ja00034a040
TI - pH optimization of nucleophilic reactions in water
T2 - Journal of the American Chemical Society
AU - KING, J F
AU - Rathore, R. P. S.
AU - Lam, J Y L
AU - Guo, Z.R.
AU - Klassen, D F
PY - 1992
DA - 1992/04/01
PB - American Chemical Society (ACS)
SP - 3028-3033
IS - 8
VL - 114
SN - 0002-7863
SN - 1520-5126
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{1992_KING,
author = {J F KING and R. P. S. Rathore and J Y L Lam and Z.R. Guo and D F Klassen},
title = {pH optimization of nucleophilic reactions in water},
journal = {Journal of the American Chemical Society},
year = {1992},
volume = {114},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/ja00034a040},
number = {8},
pages = {3028--3033},
doi = {10.1021/ja00034a040}
}
MLA
Cite this
MLA Copy
KING, J. F., et al. “pH optimization of nucleophilic reactions in water.” Journal of the American Chemical Society, vol. 114, no. 8, Apr. 1992, pp. 3028-3033. https://doi.org/10.1021/ja00034a040.