Abstract
N-2-Nitrobenzylmonoaza-15-crown-5 (2) and N-4-Nitrobenzylmonoaza-15-crown-5, representatives of a new class of N-pivot lariat ethers bearing reducible nitroaromatic side arms, have been prepared and examined by cyclic voltammetric techniques. When the nitro group is sterically disposed to permit interaction with the ring-bound cation, intramolecular ion pairing occurs. This is not the case when the side arm is remote from the macroring nor when the side arm is detached. A thermochemical cycle is used to determine that the binding constant (K//s) enhancement in MeCN solution is 25,000-fold upon electrochemical switching.
| Original language | English |
|---|---|
| Pages (from-to) | 1633-1635 |
| Number of pages | 3 |
| Journal | Journal of the American Chemical Society |
| Volume | 106 |
| Issue number | 6 |
| State | Published - Mar 1 1984 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Chemistry(all)
Cite this
ELECTROCHEMICALLY SWITCHED CATION BINDING IN NITROBENZENE-SUBSTITUTED, NITROGEN-PIVOT LARIAT ETHERS. / Gustowski, Deborah A.; Echegoyen, Luis; Goli, Deepa M.; Kaifer, Angel; Schultz, Rose Ann; Gokel, George W.
In: Journal of the American Chemical Society, Vol. 106, No. 6, 01.03.1984, p. 1633-1635.Research output: Contribution to journal › Article
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TY - JOUR
T1 - ELECTROCHEMICALLY SWITCHED CATION BINDING IN NITROBENZENE-SUBSTITUTED, NITROGEN-PIVOT LARIAT ETHERS.
AU - Gustowski, Deborah A.
AU - Echegoyen, Luis
AU - Goli, Deepa M.
AU - Kaifer, Angel
AU - Schultz, Rose Ann
AU - Gokel, George W.
PY - 1984/3/1
Y1 - 1984/3/1
N2 - N-2-Nitrobenzylmonoaza-15-crown-5 (2) and N-4-Nitrobenzylmonoaza-15-crown-5, representatives of a new class of N-pivot lariat ethers bearing reducible nitroaromatic side arms, have been prepared and examined by cyclic voltammetric techniques. When the nitro group is sterically disposed to permit interaction with the ring-bound cation, intramolecular ion pairing occurs. This is not the case when the side arm is remote from the macroring nor when the side arm is detached. A thermochemical cycle is used to determine that the binding constant (K//s) enhancement in MeCN solution is 25,000-fold upon electrochemical switching.
AB - N-2-Nitrobenzylmonoaza-15-crown-5 (2) and N-4-Nitrobenzylmonoaza-15-crown-5, representatives of a new class of N-pivot lariat ethers bearing reducible nitroaromatic side arms, have been prepared and examined by cyclic voltammetric techniques. When the nitro group is sterically disposed to permit interaction with the ring-bound cation, intramolecular ion pairing occurs. This is not the case when the side arm is remote from the macroring nor when the side arm is detached. A thermochemical cycle is used to determine that the binding constant (K//s) enhancement in MeCN solution is 25,000-fold upon electrochemical switching.
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UR - http://www.scopus.com/inward/citedby.url?scp=0021385770&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0021385770
VL - 106
SP - 1633
EP - 1635
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 6
ER -