Synthesis of symmetrical and unsymmetrical PAMAM dendrimers by fusion between azide- and alkyne-functionalized PAMAM dendrons.
A new convergent synthetic method for the synthesis of PAMAM dendrimers has been developed. The fusion between propargyl-functionalized PAMAM dendrons and azido-functionalized PAMAM dendrons via the Cu(I)-catalyzed Huisgen [2 + 3] dipolar cycloaddition reaction (click chemistry) of an alkyne and an azide leads to the formation of symmetric PAMAM dendrimers in high yields. Furthermore, the coupling reactions between the different generation dendrons afford the size-differentiated unsymmetrical PAMAM dendrimers.
Lee
Jae Wook
JW
Department of Chemistry, Dong-A University, Hadan-2-dong, Busan 604-714, Korea. jlee@donga.ac.kr
Kim
Jung Hwan
JH
Kim
Hee Joo
HJ
Han
Seung Choul
SC
Kim
Ji Hyeon
JH
Shin
Won Suk
WS
Jin
Sung-Ho
SH
D000480:Alkynes / Q000737:chemistry* / Q000378:metabolism; D001386:Azides / Q000737:chemistry* / Q000378:metabolism; D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000378:metabolism; D003500:Cyclization; D050091:Dendrimers / Q000737:chemistry* / Q000378:metabolism; D013058:Mass Spectrometry; D015394:Molecular Structure; D011073:Polyamines / Q000138:chemical synthesis* / Q000378:metabolism; D011108:Polymers / Q000737:chemistry* / Q000378:metabolism; D013499:Surface Properties
D000480:Alkynes; D001386:Azides; D001672:Biocompatible Materials; D050091:Dendrimers; C104700:PAMAM Starburst; D011073:Polyamines; D011108:Polymers