TY - JOUR
T1 - Molecular motor-functionalized porphyrin macrocycles
AU - Gilissen, Pieter J.
AU - White, Paul B.
AU - Berrocal, José Augusto
AU - Vanthuyne, Nicolas
AU - Rutjes, Floris P.J.T.
AU - Feringa, Ben L.
AU - Elemans, Johannes A.A.W.
AU - Nolte, Roeland J.M.
N1 - Funding Information:
This work was funded by the European Research Council (ERC Advanced Grant number 74092 to R.J.M.N. and ERC Advanced Grant number 227897 to B.L.F.) and by the Dutch Ministry of Education, Culture, and Science (Gravitation program 024.001.035). Daan J. Manders is acknowledged for optimizing the synthetic transformation of H210 to H211 and for exploring the CuAAC reaction of azide Zn11 with different terminal alkynes.
Publisher Copyright:
© 2020, The Author(s).
PY - 2020/12/1
Y1 - 2020/12/1
N2 - Molecular motors and switches change conformation under the influence of an external stimulus, e.g. light. They can be incorporated into functional systems, allowing the construction of adaptive materials and switchable catalysts. Here, we present two molecular motor-functionalized porphyrin macrocycles for future photo-switchable catalysis. They display helical, planar and point chirality, and are diastereomers, which differ in the relative orientation of the motor and macrocyclic components. Fluorescence, UV-vis, and 1H NMR experiments reveal that the motor-functionalized macrocycles can bind and thread different variants of viologen guests, including a one-side blocked polymeric one of 30 repeat units. The latter feature indicates that the motor systems can find the open end of a polymer chain, thread on it, and move along the chain to eventually bind at the viologen trap, opening possibilities for catalytic writing on single polymer chains via chemical routes.
AB - Molecular motors and switches change conformation under the influence of an external stimulus, e.g. light. They can be incorporated into functional systems, allowing the construction of adaptive materials and switchable catalysts. Here, we present two molecular motor-functionalized porphyrin macrocycles for future photo-switchable catalysis. They display helical, planar and point chirality, and are diastereomers, which differ in the relative orientation of the motor and macrocyclic components. Fluorescence, UV-vis, and 1H NMR experiments reveal that the motor-functionalized macrocycles can bind and thread different variants of viologen guests, including a one-side blocked polymeric one of 30 repeat units. The latter feature indicates that the motor systems can find the open end of a polymer chain, thread on it, and move along the chain to eventually bind at the viologen trap, opening possibilities for catalytic writing on single polymer chains via chemical routes.
UR - http://www.scopus.com/inward/record.url?scp=85093080264&partnerID=8YFLogxK
U2 - 10.1038/s41467-020-19123-y
DO - 10.1038/s41467-020-19123-y
M3 - Article
C2 - 33082343
AN - SCOPUS:85093080264
SN - 2041-1723
VL - 11
JO - Nature Communications
JF - Nature Communications
IS - 1
M1 - 5291
ER -