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  • 09월 20일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제126회 대한화학회 학술발표회 및 총회 Indol-2-ylidene (IdY): New Generation of N-heterocyclic Carbene – Ambiphilicity, Simple Preparation, Scalability and Tunability

2020년 9월 15일 16시 23분 32초
INOR.P-164 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
10월 21일(수) 17:30~18:00
Inorganic Chemistry
저자 및
Hyunho Kim, Minseop Kim, Eunsung Lee*
Department of Chemistry, Pohang University of Science and Technology, Korea
Recently, cyclic (alkyl)(amino)carbenes (CAACs) are receiving remarkable attention because of their ambiphilic property. CAACs have high HOMO (higher nucleophilicity, more σ-donating) and low LUMO (higher electrophilicity, more π-accepting) energy level. This small HOMO-LUMO energy gap facilitates the smaller singlet-triplet (S/T) gap. This small S/T gap is a dominant factor for high reactivity of NHCs with inert small molecules such as carbon monoxide. Thanks to this ambiphilicity, CAAC has been applied to diverse fields such as transition metal catalysis and main group chemistry. In the same vein, many kinds of ambiphilic NHCs are developed such as CAAC family, cAArC, cArAmC, and coumaraz-2-on-4-ylidene. However, to the best of knowledge, indole based NHCs were not developed yet. Indole moiety is a promising candidate for ambiphilic NHCs, because indole has cyclic (alkyl)(amino) fragment like CAAC family and also has an aryl group like cAArC and cArAmC. These ambiphilic NHCs exhibited special reactivity such as exchange reactions at main group elements, and [2+1] cycloaddition with dimethyl maleate or fumarate. Furthermore, the synthetic method for the indole moiety is also studied well, because the indole structure is one of the common N-heterocycle found in drug molecules, enzymes, and natural products. It is expected that various indole derived NHCs can be developed through these vast synthetic methods. To explore the ambiphilic potential and synthetic utility of indole derived ambiphilic NHCs, we designed ‘Indol-2-ylidene (IdY)’.