Inorganic Chemistry II-Catalyst Design, University of Bayreuth, 95440 Bayreuth, Germany.
INM-Leibniz Institute for New Materials, Campus D2 2, 66123 Saarbrücken, Germany.
Sci Adv. 2019 Nov 15;5(11):eaav3680. doi: 10.1126/sciadv.aav3680. eCollection 2019 Nov.
Chemoselective deoxygenation by hydrogen is particularly challenging but crucial for an efficient late-stage modification of functionality-laden fine chemicals, natural products, or pharmaceuticals and the economic upgrading of biomass-derived molecules into fuels and chemicals. We report here on a reusable earth-abundant metal catalyst that permits highly chemoselective deoxygenation using inexpensive hydrogen gas. Primary, secondary, and tertiary alcohols as well as alkyl and aryl ketones and aldehydes can be selectively deoxygenated, even when part of complex natural products, pharmaceuticals, or biomass-derived platform molecules. The catalyst tolerates many functional groups including hydrogenation-sensitive examples. It is efficient, easy to handle, and conveniently synthesized from a specific bimetallic coordination compound and commercially available charcoal. Selective, sustainable, and cost-efficient deoxygenation under industrially viable conditions seems feasible.
通过氢气进行化学选择性脱氧对于有效进行功能丰富的精细化学品、天然产物或药物的后期功能修饰以及将生物量衍生分子经济地升级为燃料和化学品至关重要，但极具挑战性。我们在此报告了一种可重复使用的丰富地球金属催化剂，它可以使用廉价的氢气进行高度化学选择性脱氧。伯、仲和叔醇以及烷基和芳基酮和醛都可以被选择性脱氧，即使是在复杂的天然产物、药物或生物量衍生平台分子的一部分时也是如此。该催化剂可以容忍许多官能团，包括对氢化敏感的例子。它是高效、易于处理的，并且可以从特定的双金属配位化合物和市售的木炭方便地合成。在工业可行的条件下实现选择性、可持续性和成本效益高的脱氧似乎是可行的。
