{{More citations needed|date=October 2024}} '''Noncovalent solid-phase organic synthesis''' ('''NC-SPOS''') is a form of solid-phase synthesis whereby the organic substrate is bonded to the solid phase not by a covalent bond but by other chemical interactions.
==Synthesis== This bond may consist of an induced dipole interaction between a hydrophobic matrix and a hydrophobic anchor. As long as the reaction medium is hydrophilic (polar) in nature the anchor will remain on the solid phase. Switching to a nonpolar solvent releases the organic substrate containing the anchor.
In one experimental setup<ref>{{cite journal |vauthors = Porzelle A, Fessner WD |year=2005 |title=Reversible Substrate Anchoring: NC-SPOS as a Sustainable Approach to Solid-Supported Organic Synthesis |journal=Angewandte Chemie International Edition |volume=44 |issue=30 |pages=4724–4728 |doi=10.1002/anie.200462278 |url=http://www3.interscience.wiley.com/cgi-bin/abstract/110544202/ABSTRACT |archive-url=https://archive.today/20110812231642/http://www3.interscience.wiley.com/cgi-bin/abstract/110544202/ABSTRACT |url-status=dead |archive-date=2011-08-12 |accessdate=2006-09-26 |format=abstract |pmid=15968704|doi-access=free }}</ref> the hydrophobic matrix is RP silica gel (C<sub>18</sub>) and the anchor is acridone. Acridone is N-alkylated and the terminal alkene group is converted into an aldehyde by ozonolysis. This compound is bonded to RP silica gel and this system is subjected to a tandem sequence of organic reactions. The first reaction is a Barbier reaction with propargylic bromide in water (green chemistry) and the second reaction is a Sonogashira coupling. Substrates may vary in these sequences and in this way a chemical library of new compounds can be realized.
center|Noncovalent solid-phase organic synthesis
{{center|<small>The phosphorus ligand in the Sonogashira coupling with phenyliodine is the water-soluble TPPTS ligand </small>}}
== References == <references/>
Category:Solid-phase synthesis