Details
| Original language | English |
|---|---|
| Pages (from-to) | 9934-9940 |
| Number of pages | 7 |
| Journal | Journal of Physical Chemistry Letters |
| Volume | 13 |
| Issue number | 42 |
| Publication status | Published - 19 Oct 2022 |
Abstract
Phenyl isocyanide has been chosen as a prototype to probe the π-πinteraction modulated by the -NC group, which has a chameleonic nature with two main resonance forms showing a triple bond and being carbenoid. The rotational spectroscopic investigation complemented with theoretical analyses indicates that the phenyl isocyanide dimer has a scissor-like configuration controlled by dispersive forces along with the formation of π-πstacking. This is the first rotational spectroscopic evidence, to the best of our knowledge, that the mono-substitution by an -NC group on benzene can activate the meta position in forming noncovalent interactions. This work also provides experimental evidence on the importance of substituent effects in modulating π-πstacked structures, as well as practical proof of a biased interaction behavior of isocyanide-substituted aromatic molecules.
ASJC Scopus subject areas
- Materials Science(all)
- Chemistry(all)
- Physical and Theoretical Chemistry
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In: Journal of Physical Chemistry Letters, Vol. 13, No. 42, 19.10.2022, p. 9934-9940.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Scissor-like Face to Face π-πStacking
T2 - A Surprising Preference Induced by the Isocyano Group in the Self-Assembled Dimer of Phenyl Isocyanide
AU - Du, Weiping
AU - Zheng, Yang
AU - Wang, Xiujuan
AU - Lei, Juncheng
AU - Wang, Hao
AU - Tian, Xiao
AU - Zou, Siyu
AU - Bloino, Julien
AU - Gou, Qian
AU - Caminati, Walther
AU - Grabow, Jens Uwe
N1 - Funding Information: We are grateful for the financial supports from the National Natural Science Foundation of China (Grant No. 22073013), Chongqing Talents: Exceptional Young Talents Project (Grant No. cstc2021ycjh-bgzxm0027), and Fundamental Research Funds for the Central Universities (Grant Nos. 2020CDJXZ002 and 2022CDJXY-003). We thank Lorenzo Spada for the discussions on the spectral assignments.
PY - 2022/10/19
Y1 - 2022/10/19
N2 - Phenyl isocyanide has been chosen as a prototype to probe the π-πinteraction modulated by the -NC group, which has a chameleonic nature with two main resonance forms showing a triple bond and being carbenoid. The rotational spectroscopic investigation complemented with theoretical analyses indicates that the phenyl isocyanide dimer has a scissor-like configuration controlled by dispersive forces along with the formation of π-πstacking. This is the first rotational spectroscopic evidence, to the best of our knowledge, that the mono-substitution by an -NC group on benzene can activate the meta position in forming noncovalent interactions. This work also provides experimental evidence on the importance of substituent effects in modulating π-πstacked structures, as well as practical proof of a biased interaction behavior of isocyanide-substituted aromatic molecules.
AB - Phenyl isocyanide has been chosen as a prototype to probe the π-πinteraction modulated by the -NC group, which has a chameleonic nature with two main resonance forms showing a triple bond and being carbenoid. The rotational spectroscopic investigation complemented with theoretical analyses indicates that the phenyl isocyanide dimer has a scissor-like configuration controlled by dispersive forces along with the formation of π-πstacking. This is the first rotational spectroscopic evidence, to the best of our knowledge, that the mono-substitution by an -NC group on benzene can activate the meta position in forming noncovalent interactions. This work also provides experimental evidence on the importance of substituent effects in modulating π-πstacked structures, as well as practical proof of a biased interaction behavior of isocyanide-substituted aromatic molecules.
UR - http://www.scopus.com/inward/record.url?scp=85140618454&partnerID=8YFLogxK
U2 - 10.1021/acs.jpclett.2c02807
DO - 10.1021/acs.jpclett.2c02807
M3 - Article
C2 - 36259781
AN - SCOPUS:85140618454
VL - 13
SP - 9934
EP - 9940
JO - Journal of Physical Chemistry Letters
JF - Journal of Physical Chemistry Letters
SN - 1948-7185
IS - 42
ER -