---
_id: '13433'
abstract:
- lang: eng
  text: Self-assembled monolayers (SAMs) of alkane thiols on gold and other metals
    are versatile constructs with which to study interfacial phenomena and reactions
    at surfaces. Surface properties of SAMs - e.g., wettability, stability in diverse
    environments, propensity to interact with or to resist adsorption of macromolecules
    -- depend on and can be controlled flexibly by the properties of the functional
    (head) groups in the w position of the alkyl chain. SAMs provide a basis for many
    important scientific and technological applications, ranging from micropatterning
    methods, through sensing, to biological recognition. Despite their importance,
    the literature on SAMs and the synthesis of molecules that constitute them remains
    scattered and often conflicting. The purpose of this Review is (i) to summarize
    the applications and physical properties of SAMs and (ii) to systematize the strategies
    of synthesis of ω-functionalized alkane thiols. Generic retrosynthetic scheme
    is developed that allows efficient synthetic planning. Issues related to the selection
    of appropriate protecting groups and the ways of introduction of the thiol functionality
    are discussed in detail, and illustrated with examples of syntheses of several
    complex alkane thiols.
article_processing_charge: No
article_type: original
author:
- first_name: Dariusz
  full_name: Witt, Dariusz
  last_name: Witt
- first_name: Rafal
  full_name: Klajn, Rafal
  id: 8e84690e-1e48-11ed-a02b-a1e6fb8bb53b
  last_name: Klajn
- first_name: Piotr
  full_name: Barski, Piotr
  last_name: Barski
- first_name: Bartosz
  full_name: Grzybowski, Bartosz
  last_name: Grzybowski
citation:
  ama: Witt D, Klajn R, Barski P, Grzybowski B. Applications, properties and synthesis
    of w-functionalized n-alkanethiols and disulfides - the building blocks of self-assembled
    monolayers. <i>Current Organic Chemistry</i>. 2005;8(18):1763-1797. doi:<a href="https://doi.org/10.2174/1385272043369421">10.2174/1385272043369421</a>
  apa: Witt, D., Klajn, R., Barski, P., &#38; Grzybowski, B. (2005). Applications,
    properties and synthesis of w-functionalized n-alkanethiols and disulfides - the
    building blocks of self-assembled monolayers. <i>Current Organic Chemistry</i>.
    Bentham Science. <a href="https://doi.org/10.2174/1385272043369421">https://doi.org/10.2174/1385272043369421</a>
  chicago: Witt, Dariusz, Rafal Klajn, Piotr Barski, and Bartosz Grzybowski. “Applications,
    Properties and Synthesis of w-Functionalized n-Alkanethiols and Disulfides - the
    Building Blocks of Self-Assembled Monolayers.” <i>Current Organic Chemistry</i>.
    Bentham Science, 2005. <a href="https://doi.org/10.2174/1385272043369421">https://doi.org/10.2174/1385272043369421</a>.
  ieee: D. Witt, R. Klajn, P. Barski, and B. Grzybowski, “Applications, properties
    and synthesis of w-functionalized n-alkanethiols and disulfides - the building
    blocks of self-assembled monolayers,” <i>Current Organic Chemistry</i>, vol. 8,
    no. 18. Bentham Science, pp. 1763–1797, 2005.
  ista: Witt D, Klajn R, Barski P, Grzybowski B. 2005. Applications, properties and
    synthesis of w-functionalized n-alkanethiols and disulfides - the building blocks
    of self-assembled monolayers. Current Organic Chemistry. 8(18), 1763–1797.
  mla: Witt, Dariusz, et al. “Applications, Properties and Synthesis of w-Functionalized
    n-Alkanethiols and Disulfides - the Building Blocks of Self-Assembled Monolayers.”
    <i>Current Organic Chemistry</i>, vol. 8, no. 18, Bentham Science, 2005, pp. 1763–97,
    doi:<a href="https://doi.org/10.2174/1385272043369421">10.2174/1385272043369421</a>.
  short: D. Witt, R. Klajn, P. Barski, B. Grzybowski, Current Organic Chemistry 8
    (2005) 1763–1797.
date_created: 2023-08-01T10:38:58Z
date_published: 2005-12-01T00:00:00Z
date_updated: 2023-08-08T12:39:52Z
day: '01'
doi: 10.2174/1385272043369421
extern: '1'
intvolume: '         8'
issue: '18'
keyword:
- Organic Chemistry
language:
- iso: eng
month: '12'
oa_version: None
page: 1763-1797
publication: Current Organic Chemistry
publication_identifier:
  eissn:
  - 1875-5348
  issn:
  - 1385-2728
publication_status: published
publisher: Bentham Science
quality_controlled: '1'
scopus_import: '1'
status: public
title: Applications, properties and synthesis of w-functionalized n-alkanethiols and
  disulfides - the building blocks of self-assembled monolayers
type: journal_article
user_id: 2DF688A6-F248-11E8-B48F-1D18A9856A87
volume: 8
year: '2005'
...