TY - JOUR
T1 - Kinetically Trapped Tetrahedral Cages via Alkyne Metathesis
AU - Lee, Semin
AU - Yang, Anna
AU - Moneypenny, Timothy P.
AU - Moore, Jeffrey S.
N1 - Publisher Copyright:
© 2016 American Chemical Society.
PY - 2016/3/2
Y1 - 2016/3/2
N2 - In dynamic covalent synthesis, kinetic traps are perceived as disadvantageous, hindering the system from reaching its thermodynamic equilibrium. Here we present the near-quantitative preparation of tetrahedral cages from simple tritopic precursors using alkyne metathesis. While the cages are the presumed thermodynamic sink, we experimentally demonstrate that the products no longer exchange their vertices once they have formed. The example reported here illustrates that kinetically trapped products may facilitate high yields of complex products from dynamic covalent synthesis.
AB - In dynamic covalent synthesis, kinetic traps are perceived as disadvantageous, hindering the system from reaching its thermodynamic equilibrium. Here we present the near-quantitative preparation of tetrahedral cages from simple tritopic precursors using alkyne metathesis. While the cages are the presumed thermodynamic sink, we experimentally demonstrate that the products no longer exchange their vertices once they have formed. The example reported here illustrates that kinetically trapped products may facilitate high yields of complex products from dynamic covalent synthesis.
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U2 - 10.1021/jacs.6b00468
DO - 10.1021/jacs.6b00468
M3 - Article
C2 - 26854552
AN - SCOPUS:84959386604
SN - 0002-7863
VL - 138
SP - 2182
EP - 2185
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 7
ER -