1H NMR study of the hetero‐association of unsaturated alcohols with pyridine
作者： John S. Lomas
DOI: 10.1002/POC.1953
关键词:
摘要: The 1H NMR titration method is used to investigate the association of some unsaturated alcohols with pyridine in benzene. constant for allyl alcohol (2-propen-1-ol) slightly higher than alkanols, but putting one methylene group between OH and vinyl completely eliminates this enhancement. In alkynols both and ≡CH protons associate pyridine. Here, effects chain-lengthening on are irregular. Values hetero-atom substituents lower expected basis a Taft polar (σ*) correlation alkanol constants pKa’s corresponding carboxylic acids. It suggested that stabilization ground state by OH/π interactions responsible these low constants. Small increases shifts 3-carbon 4-carbon alkenols can also be attributed interactions, 5-carbon analogues have as alkanols. Copyright © 2011 John Wiley & Sons, Ltd.
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