TY - JOUR
T1 - Generation of surface-confined catechol terminated SAMs via electrochemically triggered Michael addition
T2 - Characterization, electrochemistry and complex with Ni(ii) and Cu(ii) cations
AU - Tian, Yuan
AU - Ye, Siqiu
AU - Ran, Qin
AU - Xian, Yuezhong
AU - Xu, Jingjing
AU - Peng, Ru
AU - Jin, Litong
PY - 2010
Y1 - 2010
N2 - In this paper, catechol, 1,4-dihydroxybenzene and dopamine are investigated as precursors of electrophiles for Michael addition reaction with the self-assembled monolayer (SAM) of 4-thiouracil (4-TU) via electrochemical triggering. All compounds can undergo Michael addition reaction with 4-TU; however, only catechol can react with 4-TU with high efficiency. The catechol-terminated SAMs, via electrochemically triggered Michael addition reaction, exhibit reversible redox response. In addition, we find that catechol-terminated SAMs can complex with Ni2+ and Cu2+ with different electrochemical behaviors. Moreover, the mechanism of complexation of Ni2+and Cu2+ with catechol-terminated SAMs is also demonstrated with electrochemical and spectrometric methods. Based on the different electrochemical behaviors of Cu2+ and Ni2+ complex, the catechol-terminated SAMs provide a potential platform for metal ions recognition.
AB - In this paper, catechol, 1,4-dihydroxybenzene and dopamine are investigated as precursors of electrophiles for Michael addition reaction with the self-assembled monolayer (SAM) of 4-thiouracil (4-TU) via electrochemical triggering. All compounds can undergo Michael addition reaction with 4-TU; however, only catechol can react with 4-TU with high efficiency. The catechol-terminated SAMs, via electrochemically triggered Michael addition reaction, exhibit reversible redox response. In addition, we find that catechol-terminated SAMs can complex with Ni2+ and Cu2+ with different electrochemical behaviors. Moreover, the mechanism of complexation of Ni2+and Cu2+ with catechol-terminated SAMs is also demonstrated with electrochemical and spectrometric methods. Based on the different electrochemical behaviors of Cu2+ and Ni2+ complex, the catechol-terminated SAMs provide a potential platform for metal ions recognition.
UR - https://www.scopus.com/pages/publications/77957928440
U2 - 10.1039/c001205j
DO - 10.1039/c001205j
M3 - 文章
AN - SCOPUS:77957928440
SN - 1463-9076
VL - 12
SP - 13287
EP - 13295
JO - Physical Chemistry Chemical Physics
JF - Physical Chemistry Chemical Physics
IS - 40
ER -