S-Nitrosothiols: chemistry and reactions

Zhang, Caihong; Biggs, Tyler D.; Devarie‐Baez, Nelmi O.; Shuang, Shaomin; Dong, Chune; Xian, Ming

doi:10.1039/c7cc06574d

Cited by 93 publications

(91 citation statements)

References 89 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Electrochemistry is known to be a powerful tool to probe redox-active self-assembled monolayers (SAMs) [1] and establish detailed structure-reactivity relationships for interfacial reactions, especially on mixed SAMs by taking advantage of its high sensitivity, specificity, accuracy and temporal resolution. [2][3][4][5][6] Concerning absorption spectroelectrochemistry on SAMs, many works involving an electrochemical/spectroscopic coupling have been dedicated to this research field. Restricted to thiolate-on-gold, a few works have been devoted to UV-Vis spectroelectrochemistry and essentially performed in potentiostatic conditions in order to visualize in situ or ex situ the optical bands of the electroactive species under different redox states or products arising from redox reactions.…”

Section: Introductionmentioning

confidence: 99%

Absorption Spectroelectrochemistry on Mixed Perylenediimide‐Based Self‐Assembled Monolayers: Non‐Linear Dependence of Absorbance versus Surface Coverage

et al. 2017

View full text Add to dashboard Cite

The study of mixed self‐assembled monolayers of perylenediimide and hexanethiol by cyclic voltammetry and absorption spectroelectrochemistry shows a non‐linearity of absorbance maxima as a function of the surface coverage. This surprising result could be supported by an increase in the average tilt angle at low coverage, suggesting that the dilution of redox species through an alkanethiol would induce a change of the orientation of immobilized chromophores and, therefore, a modification of the optical properties of the monolayer.

show abstract

Section: Introductionmentioning

confidence: 99%

Absorption Spectroelectrochemistry on Mixed Perylenediimide‐Based Self‐Assembled Monolayers: Non‐Linear Dependence of Absorbance versus Surface Coverage

et al. 2017

View full text Add to dashboard Cite

show abstract

“…[220j] Lei et al obtained acylated N-heterocycles using both aromatic and aliphatic aldehydes under photocatalyst-free conditions (Scheme 64). [252] The process required, however, the presence of tert-butyl hydroperoxide (TBHP), which was postulated to form the photoactive complex with the protonated heterocycle. TFA was used as the second additive and the reaction was run under the blue light irradiation and an atmosphere of nitrogen for 24 h. The typical yields were in the range of 50-90 %.…”

Section: Strategymentioning

confidence: 99%

A Retrosynthetic Approach for Photocatalysis

et al. 2020

View full text Add to dashboard Cite

Visible‐light‐mediated chemical reactions have become very popular within the last 15 years. Many excellent reviews have summarized reaction principles and recent results in photochemistry and photocatalysis. However, despite their popularity photochemistry and photoredox catalysis are not regular parts of the bachelor and master curriculum of chemistry education. As a consequence, most chemists will use in synthesis planning classic retrosynthetic disconnections and only rarely consider photocatalytic steps. The aim of this article is to be a useful tool for synthetic chemists, that are interested in the synthetic aspects of photocatalysis and looking for a specific retrosynthetic disconnection. Not only are informative schemes provided but also are the availability of the catalysts and reagents as well as the functional group tolerance of the respective method briefly discussed.

show abstract

“…[13] These methods are not ideal for HSNO studies as other reactive species (like NO,H 2 S) could also be present. [14] Their representative UV-vis spectra are shown in Figure S4. These compounds showed the characteristic red color of S-nitrosothiols (due to n!p* transition of the SNO motif).…”

Section: Angewandte Chemiementioning

confidence: 99%

O→S Relay Deprotection: A General Approach to Controllable Donors of Reactive Sulfur Species

Kang

Radford

et al. 2018

Angew Chem Int Ed

Self Cite

View full text Add to dashboard Cite

Reactive sulfur species (RSS) are biologically important molecules. Among them, H S, hydrogen polysulfides (H S n>1), persulfides (RSSH), and HSNO are believed to play regulatory roles in sulfur-related redox biology. However, these molecules are unstable and difficult to handle. Having access to their reliable and controllable precursors (or donors) is the prerequisite for the study of these sulfur species. Reported in this work is the preparation and evaluation of a series of O-silyl-mercaptan-based sulfur-containing molecules which undergo pH- or F -mediated desilylation to release the corresponding H S, H S , RSSH, and HSNO in a controlled fashion. This O→S relay deprotection serves as a general strategy for the design of pH- or F -triggered RSS donors. Moreover, we have demonstrated that the O-silyl groups in the donors could be changed into other protecting groups like esters. This work should allow the development of RSS donors with other activation mechanisms (such as esterase-activated donors).

show abstract

S-Nitrosothiols: chemistry and reactions

Cited by 93 publications

References 89 publications

Absorption Spectroelectrochemistry on Mixed Perylenediimide‐Based Self‐Assembled Monolayers: Non‐Linear Dependence of Absorbance versus Surface Coverage

Absorption Spectroelectrochemistry on Mixed Perylenediimide‐Based Self‐Assembled Monolayers: Non‐Linear Dependence of Absorbance versus Surface Coverage

A Retrosynthetic Approach for Photocatalysis

O→S Relay Deprotection: A General Approach to Controllable Donors of Reactive Sulfur Species

Contact Info

Product

Resources

About