user

A Facile Preparation of N-Heterocyclic Olefins: Ring-Opening Polymerization of β-Butyrolactone and Frustrated Lewis Pair Reactivity

被引：1
|
作者：
Rajendran, Natesan Mannangatti [1 ]
Lu, Qi [1 ]
Bouffard, Jean [1 ]
机构：
[1] Ewha Womans Univ, Dept Chem & Nanosci, Seoul 03760, South Korea
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2024年 / 30卷 / 08期
关键词：
N-Heterocyclic olefins; N-heterocyclic carbenes; N-aziridinylimine; polymerization; frustrated Lewis pairs; LIVING POLYMERIZATION; CARBON-DIOXIDE; CARBENES; ORGANOCATALYSTS; CATALYSIS; LACTONES; ADDUCTS; LIGANDS; NUCLEOPHILICITY; ALKENES;
D O I：
10.1002/chem.202303358
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A direct synthesis of N-heterocyclic olefins (NHOs) and their mesoionic congeners (mNHOs) from N-heterocyclic carbenes and N-aziridinylimines is reported. The reaction provided diverse functionalized (m)NHOs and pi-extended analogues. The prepared NHOs initiated the ring-opening polymerization of beta-butyrolactone, and insertion of aldehyde and nitrile into an NHO-B(C6F5)(3) adduct was demonstrated.
引用
收藏
页数：5
相关论文
共 50 条
  • [31] Controlled ring-opening polymerization of α-amino acid N-carboxy-anhydride by frustrated amine/borane Lewis pairs
    Zhang, Hongyuan
    Nie, Yanzhao
    Zhi, Xinmei
    Du, Haifeng
    Yang, Jing
    [J]. CHEMICAL COMMUNICATIONS, 2017, 53 (37) : 5155 - 5158
  • [32] Silver N-heterocyclic carbene complexes as initiators for bulk ring-opening polymerization (ROP) of L-lactides
    Samantaray, Manoja K.
    Katiyar, Vimal
    Pang, Keliang
    Nanavati, Hemant
    Ghosh, Prasenjit
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (08) : 1672 - 1682
  • [33] Frustrated Lewis Pair-Type Reactivity of Intermolecular Rare-Earth Aryloxide and N-Heterocyclic Carbene/Olefin Combinations
    Guan, Yiwen
    Chang, Kejian
    Su, Yujie
    Xu, Xian
    Xu, Xin
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2024, 19 (10)
  • [34] Gold(I) N-heterocyclic carbene based initiators for bulk ring-opening polymerization of L-lactide
    Ray, Lipika
    Katiyar, Vimal
    Barman, Samir
    Raihan, Mustafa J.
    Nanavati, Hemant
    Shaikh, Mobin M.
    Ghosh, Prasenjit
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (20) : 4259 - 4269
  • [35] Ring-opening polymerization of L-lactide using N-heterocyclic molecules: mechanistic, kinetics and DFT studies
    Katiyar, Vimal
    Nanavati, Hemant
    [J]. POLYMER CHEMISTRY, 2010, 1 (09) : 1491 - 1500
  • [36] Alcohol adducts of N-heterocyclic carbenes as single-component catalyst/initiators for ring-opening polymerization of lactide
    Culkin, DA
    Csihony, S
    Sentman, AC
    Dove, AP
    Waymouth, RM
    Hedrick, JL
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U4066 - U4067
  • [37] Cationic RuII complexes with N-heterocyclic carbene ligands for UV-Induced ring-opening metathesis polymerization
    Wang, Dongren
    Wurst, Klaus
    Knolle, Wolfgang
    Decker, Ulrich
    Prager, Lutz
    Naumov, Sergej
    Buchmeiser, Michael R.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (17) : 3267 - 3270
  • [38] High Efficiency Organic Lewis Pair Catalyst for Ring-Opening Polymerization of Epoxides with Chemoselectivity
    Chen, Ye
    Shen, Jizhou
    Liu, Shan
    Zhao, Junpeng
    Wang, Yucai
    Zhang, Guangzhao
    [J]. MACROMOLECULES, 2018, 51 (20) : 8286 - 8297
  • [39] N-Heterocyclic carbene/Lewis acid-mediated ring-opening polymerization of propylene oxide. Part 1: Triisobutylaluminum as an efficient controlling agent
    Song, Qilei
    Zhao, Junpeng
    Zhang, Guangzhao
    Taton, Daniel
    Peruch, Frederic
    Carlotti, Stephane
    [J]. EUROPEAN POLYMER JOURNAL, 2020, 134
  • [40] N-Heterocyclic carbene/Lewis acid-mediated ring-opening polymerization of propylene oxide. Part 1: Triisobutylaluminum as an efficient controlling agent
    Song, Qilei
    Zhao, Junpeng
    Zhang, Guangzhao
    Taton, Daniel
    Peruch, Frédéric
    Carlotti, Stéphane
    [J]. European Polymer Journal, 2020, 134
12345