scholarly journals Dehydrogenation of Secondary Alcohols with Reduced Copper. V. Catalytic Dehydrogenation ofsec-Butyl Alcohol

1961 ◽  
Vol 34 (6) ◽  
pp. 799-803 ◽  
Author(s):  
Kazuaki Kawamoto
1982 ◽  
Vol 35 (3) ◽  
pp. 517 ◽  
Author(s):  
RK Haynes ◽  
M Holden

Tributyldiiodophosphorane and diiodotriphenylphosphorane, prepared in situ from the corresponding phosphine and iodine, are generally able to convert primary and secondary alcohols into iodides at room temperature in diethyl ether or benzene containing two equivalents of hexamethylphosphoric triamide. Tertiary alcohols, as gauged by the lack of reactivity of t-butyl alcohol, are, however, inert to these iodinating agents. 6-Hydroxyhexanoic acid yields a mixture of 6-iodohexanoic acid and 7-heptanolide. The first reagent also promotes facile condensation of secondary and tertiary alcohols with carboxylic acids to form hindered esters in good yields. The phosphorane derived from tris-(dimethy1amino)phosphine and iodine, while less effective as an iodinating agent, rapidly converts 6-hydroxyhexanoic acid into 6-iodo-N,N-dimethylhexanamide, and hexanoic and benzoic acids into the corresponding N,N-dimethylamides in excellent yields at room temperature. Treatment of 3β- tosyloxycholest-5-ene with lithium iodide yields 3β-iodocholest-5-ene, and not 3α-iodocholest-5-ene, as previously reported.


2015 ◽  
Vol 112 (6) ◽  
pp. 1687-1692 ◽  
Author(s):  
Peter J. Bonitatibus ◽  
Sumit Chakraborty ◽  
Mark D. Doherty ◽  
Oltea Siclovan ◽  
William D. Jones ◽  
...  

Reversibility of a dehydrogenation/hydrogenation catalytic reaction has been an elusive target for homogeneous catalysis. In this report, reversible acceptorless dehydrogenation of secondary alcohols and diols on iron pincer complexes and reversible oxidative dehydrogenation of primary alcohols/reduction of aldehydes with separate transfer of protons and electrons on iridium complexes are shown. This reactivity suggests a strategy for the development of reversible fuel cell electrocatalysts for partial oxidation (dehydrogenation) of hydroxyl-containing fuels.


Sign in / Sign up

Export Citation Format

Share Document