Facile access to internally functionalized dendrimers through efficient and orthogonal click reactions

Taegon Kang; Roey J. Amir; Anzar Khan; Kaoru Ohshimizu; Jasmine N. Hunt; Kulandaivelu Sivanandan; Maria I. Montañez; Michael Malkoch; Mitsuru Ueda; Craig J. Hawker

doi:10.1039/B921598K

Facile access to internally functionalized dendrimers through efficient and orthogonal click reactions†

Taegon Kang,^ab Roey J. Amir,^a Anzar Khan,^a Kaoru Ohshimizu,^cd Jasmine N. Hunt,^ac Kulandaivelu Sivanandan,^a Maria I. Montañez,^e Michael Malkoch,^e Mitsuru Ueda^d and Craig J. Hawker*^abc

Author affiliations

* Corresponding authors

^a Materials Research Laboratory, University of California, Santa Barbara, USA

^b Materials Department, University of California, Santa Barbara, USA

^c Department of Chemistry and Biochemistry, University of California, Santa Barbara, USA
E-mail: hawker@mrl.ucsb.edu

^d Department of Organic and Polymeric Materials, Tokyo Institute of Technology, 2-12-1, O-okayama, Meguro-Ku, Tokyo, Japan

^e Division of Coating Technology, Fiber and Polymer Technology, KTH, Teknikringen 56-58, Stockholm, Sweden

Abstract

A simple synthetic strategy has been developed for accessing internally functionalized dendrimers. The key feature of this approach is the use of two orthogonal and efficient reactions—‘epoxy–amine’ and ‘thiol–ene’ coupling—for rapid growth of the dendritic scaffold. This sequence of reactions allows for the introduction of reactive hydroxyl groups at each dendritic layer.

Chemical Communications

Facile access to internally functionalized dendrimers through efficient and orthogonal click reactions†

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Facile access to internally functionalized dendrimers through efficient and orthogonal click reactions

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