Investigation on reactivity of non-classical carbenes with sterically hindered Lewis acid, B(C6F5)3 under inert and open conditions

Journal of Chemical Sciences

Arunabha Thakur1¹  Pavan K Vardhanapu²  Sushil Ranjan Bhatta¹  Gonela Vijaykumar² 

[1] Department of Chemistry, National Institute of Technology Rourkela, Rourkela 769 008, India$$;Department of Chemical Science, Indian Institute of Science Education and Research, Kolkata, India$$

关键词: Borane;    water splitting;    tris(pentafluoro phenyl) borane;    abnormal NHC;    cyclic (alkyl)(amino) carbene.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Reactions of B(C6F5)3 with abnormal N-heterocyclic carbene (𝑎NHC), L1 and cyclic (alkyl)(amino) carbene (𝑐AAC), L2 in the presence of moisture as well as in its absence, have been investigated in toluene. Reaction of 𝑎NHC with 1 equivalent of B(C6F5)3 under inert condition produced classical Lewis acid-base adduct, [L1.B(C6F5)3], 1. Further, probing the same reaction with cyclic (alkyl)(amino) carbene (𝑐AAC), having different electronic property, led to the isolation of [L2.B(C6F5)3], 2 under inert condition. Interestingly, reaction of 𝑎NHC or 𝑐AAC with 1 equivalent of B(C6F5)3 in the presence of moisture resulted in water splitting leading to the formation of [L1-H][(OH)B(C6F5)3], 3 and [L2-H][(OH)B(C6F5)3, 4. All these compounds (1-4) were characterized in solution by 1H, 13C, 19F and 11B NMR spectroscopy. Additionally, the solid-state structures were unambiguously established by crystallographic analysis of compounds 1-4.

【 授权许可】

Unknown