Sage Journals: Discover world-class research

Abstract

In solid-phase combinatorial chemistry, analyses are performed using a wide range of analytical techniques ranging from gel-phase nuclear magnetic resonance (NMR) to colorimetric tests to elemental analysis. However, these techniques cannot be used to interrogate functional group distribution at the single-bead level. This paper explores the feasibility of using Fourier transform infrared (FT-IR) microscopy to examine site distribution on chloromethylated polystyrene resin beads and to quantify the loading after coupling with 4-cyanophenol, an IR tagging agent. FT-IR microscopy also provides a unique opportunity to better understand the reactivity of highly cross-linked polymer beads under a range of chemical conditions.

Keywords

Combinatorial chemistry Fourier transform infrared microscopy FT-IR microscopy Site distribution Chloromethylated polystyrene Solid-phase synthesis

Get full access to this article

View all access options for this article.

References

Rademann

Barth

Brock

Egelhaaf

H. J.

and Jung

, Chem. Eur. J. 7, 3884 (2001).

Kress

Zanaletti

Rose

Frey

J. G.

Brocklesby

W. S.

Ladlow

and Bradley

, J. Comb. Chem. 5, 28 (2003).

Yan

Fell

J. B.

and Kumaravel

, J. Org. Chem. 61, 7467 (1996).

Yan

and Tang

, Ind. Eng. Chem. Res. 42, 5964 (2003).

Kress

Rose

Frey

J. G.

Brocklesby

W. S.

Ladlow

Mellor

W. G.

and Bradley

, Chem. Eur. J. 7, 3880 (2001).

McAlpine

S. R.

and Schreiber

S. L

, Chem. Eur. J. 5, 3528 (1999).

Roucoules

G. O. V.

Cameron

A. A.

Oates

L. J.

Cameron

N. R.

Steel

P. G.

Badyal

J. P. S.

Davis

B. G.

Coe

and Cox

, Langmuir 18, 8996 (2002).

Ulijn

R. V.

Brazendale

Margetts

Flitsch

S. L.

McConnell

Girkin

and Halling

P. J

, J. Comb. Chem. 5, 215 (2003).

Farrer

R. A.

Copeland

G. T.

Previte

M. J. R.

Okamoto

M. M.

Miller

S. J.

and Fourkas

J. T

, J. Am. Chem. Soc. 124, 1994 (2002).

10.

Frenette

and Friesen

R. W

, Tetrahedron Lett. 35, 9177 (1994).

11.

Galaffu

Sechi

and Bradley

, Mol. Divers., paper submitted (2004).

12.

Metcalf

C. A.

III Vu

C. B.

Sundaramoorthi

Jacobsen

V. A.

Ladorde

E. A.

Green

Macek

K. J.

Merry

T. J.

Pradeepan

S. G.

Uesugi

Varkhedkar

V. M.

and Holt

D. A

, Tetrahedron Lett. 39, 3435 (1998).

13.

Altava

Burguete

M. I.

García-Verdugo

Luis

S. V.

and Vicent

M. J

, Tetrahedron 57, 8675 (2001).

14.

Stuart

, Modern Infrared Spectroscopy (John Wiley and Sons, West Sussex, 1996), Chap. 3, p. 43.

15.

Bhargava

Wall

B. G.

and Koenig

J. L

, Appl. Spectrosc. 54, 470 (2000).

16.

Yan

and Yan

H. B

, J. Comb. Chem. 3, 78 (2001).

17.

Koutny

L. B.

and Yeung

E. S

, Anal. Chem. 65, 183 (1993).

18.

Sherrington

D. C.

, Chem. Commun. 21, 2275 (1998).

Microscopic Infrared Mapping of Chloromethylated Polystyrene Resin Beads

Abstract

Keywords

Get full access to this article

References