the 8 year thicket of triazine dendrimers: strategies, targets and applications by eric e. simanek,...
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The 8 year thicket of triazine dendrimers: strategies, targets and applications
by Eric E. Simanek, Hanan Abdou, Sanjiv Lalwani, Jongdoo Lim, Meredith Mintzer, Vincent J. Venditto, and Brandon Vittur
Proceedings AVolume 466(2117):1445-1468
May 8, 2010
©2010 by The Royal Society
Chemoselective reactivity of cyanuric chloride.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Relative reactivity of a series of amines toward monochlorotriazines.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
A starting reference for the reactivity of amines with triazines as a function of temperature based on both experimental data and intuition.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
The first syntheses of triazine dendrimers.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
The fifth generation dendron.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Convergent routes to growing trees relying on p-aminobenzylamine linkers.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Dendrimers with piperazine and p-ABA linkers show different propensity for gelation in acidic chloroform.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Exploring new linking diamines and chemoselective reactions.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
An orthogonally reactive dendrimer with 4 hydroxyl groups, 4 silyl ethers, 4 esters, 4 disulphides and 16 BOC-protected amines.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
A less diverse, generation 4 dendrimer with 16 BOC-protected amines, eight alcohols (four protected) and two monochlorotriazines.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
A generation 3 dendrimer comprising orthogonally protected amines derived from a generation 2 dendrons and a generation 1 ‘super’ core (dotted circle).
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
A dendrimer with unique linking diamines and other conformational models.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
A host of guests derived convergently using piperazine linkers and a ‘common’ core.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Targets for DNA conjugation.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Multivalent displays for thiol-disulphide exchange with captopril or CLKKDDRA. Reproduced with permission from Umali & Simanek (2003).
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Targets for evaluating the kinetics of thiol-disulphide exchange using mass spectrometry.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Triazine dendrimers cannot intercalate into the interstitial galleries of smectite clays.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Triazine dendrons can be grown divergently (or attached after convergent synthesis) to inorganic supports.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Evaluating the biological compatibility of third generation dendrimers with AB4 peripheral groups.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
A water soluble dendrimer displaying paclitaxel.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
A divergent route to diversity with a representative dichlorotriazine monomer that was added to the trispiperazinyltriazine core, capped with aminoethoxyethanol and elaborated.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
An iterative, divergent route to diversity.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society
Generation 1–5 dendrimers can be accessed through the divergent approach described in scheme 14, but the generation 4 and 5 materials are not ‘single chemical entities’ but rather
mixtures.
Eric E. Simanek et al. Proc. R. Soc. A 2010;466:1445-1468
©2010 by The Royal Society