TY - JOUR
T1 - Control of regiochemistry in photodimerization through micellar preorientational effect
T2 - 2-Substituted naphthalenes
AU - Ramesh, V.
AU - Ramamurthy, Vaidhyanathan
PY - 1984/12/1
Y1 - 1984/12/1
N2 - Photodimerization of 2-substituted naphthalenes in organic solvents has been well explored. In contrast to their behavior in organic solvents, in anionic and cationic micellar media enhanced reactivity and pronounced regioselectivity are observed. Reactivity enhancement in micellar media is attributed to the local concentration effect. Enhanced reactivity in CTAC and DTAC compared to CTAB micelles is attributed to the counterion effect, and the regioselective photodimerization observed in anionic and cationic micelles leading exclusively to the cis dimer or the products derived therefrom is rationalized on the basis of the preorientational effect of micelles.
AB - Photodimerization of 2-substituted naphthalenes in organic solvents has been well explored. In contrast to their behavior in organic solvents, in anionic and cationic micellar media enhanced reactivity and pronounced regioselectivity are observed. Reactivity enhancement in micellar media is attributed to the local concentration effect. Enhanced reactivity in CTAC and DTAC compared to CTAB micelles is attributed to the counterion effect, and the regioselective photodimerization observed in anionic and cationic micelles leading exclusively to the cis dimer or the products derived therefrom is rationalized on the basis of the preorientational effect of micelles.
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M3 - Article
AN - SCOPUS:0011843186
VL - 49
SP - 536
EP - 539
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 3
ER -