TY - JOUR A1 - Wang, Tongdao A1 - Wang, Long A1 - Daniliuc, Constantin Gabriel A1 - Samigullin, Kamil A1 - Wagner, Matthias A1 - Kehr, Gerald A1 - Erker, Gerhard T1 - CO/CO and NO/NO coupling at a hidden frustrated Lewis pair template T2 - Chemical science N2 - N-Allyltetramethylpiperidine is readily isomerized to the corresponding enamine by treatment with catalytic amounts of B(C6F5)3. It adds HB(C6F5)2 at the nucleophilic enamine carbon atom to form a C/B Lewis adduct. This reacts with two molar equivalents of carbon monoxide by selective head to tail coupling to give a five-membered C2O2B heterocycle. In contrast the enamine/HB(C6F5)2 Lewis pair reacts with two molar equiv. of nitric oxide by head to head coupling. This reaction probably proceeds via equilibrium with the corresponding vicinal N/B Lewis pair. Most products were characterized by X-ray diffraction. Y1 - 2017 UR - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/45014 UR - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-450140 SN - 2041-6539 SN - 2041-6520 N1 - This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. VL - 8 IS - 3 SP - 2457 EP - 2463 PB - RSC CY - Cambridge ER -