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N‐Bridged Acyclic Trimeric Poly‐Cyclodiphosphazanes: Highly Tuneable Cyclodiphosphazane Building Blocks
Author(s) -
Shi Xiaoyan,
León Felix,
Sim Ying,
Quek Shina,
Hum Gavin,
Khoo Yi Xin Joycelyn,
Ng Zi Xuan,
Par Mian Yang,
Ong How Chee,
Singh Varun K.,
Ganguly Rakesh,
Clegg Jack K.,
Díaz Jesús,
García Felipe
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202008214
Subject(s) - steric effects , monomer , supramolecular chemistry , chemistry , hydrogen bond , affinities , stereochemistry , crystallography , aryl , molecule , crystal structure , organic chemistry , polymer , alkyl
Abstract We have synthesized a completely new family of acyclic trimeric cyclodiphosphazane compounds comprising NH, N i Pr, N t Bu and NPh bridging groups. In addition, the first NH‐bridged acyclic dimeric cyclophosphazane has been produced. The trimeric species display highly tuneable characteristics so that the distance between the terminal N(H)R moieties can be readily modulated by the steric bulk present in the bridging groups (ranging from ≈6 to ≈10 Å). Moreover, these species exhibit pronounced topological changes when a weak non‐bonding NH⋅⋅⋅π aryl interaction is introduced. Finally, the NH‐bridged chloride binding affinities have been calculated and benchmarked along with the existing experimental data available for monomeric cyclodiphosphazanes. Our results underscore these species as promising hydrogen bond donors for supramolecular host–guest applications.